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Chemical Structure| 10555-45-0 Chemical Structure| 10555-45-0

Structure of 10555-45-0

Chemical Structure| 10555-45-0

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Product Details of [ 10555-45-0 ]

CAS No. :10555-45-0
Formula : C6H10O
M.W : 98.14
SMILES Code : OCC1CC(C1)=C
MDL No. :MFCD27978696
InChI Key :NCCDWBWIMWQQOM-UHFFFAOYSA-N
Pubchem ID :517872

Safety of [ 10555-45-0 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H225-H315-H319-H335
Precautionary Statements:P210-P240-P241-P242-P243-P261-P271-P280-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P370+P378-P403+P233-P403+P235-P405-P501
Class:3
UN#:1987
Packing Group:

Application In Synthesis of [ 10555-45-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 10555-45-0 ]

[ 10555-45-0 ] Synthesis Path-Downstream   1~2

  • 2
  • [ 15760-36-8 ]
  • [ 10555-45-0 ]
YieldReaction ConditionsOperation in experiment
With lithium aluminium hydride; In tetrahydrofuran; at 0 - 20℃; for 3h; To a suspension of LiAlH4 (1.5 equivalents) in THF was added <strong>[15760-36-8]3-methylenecyclobutanecarboxylic acid</strong> (in THF) (1 equivalent) slowly at 0 C. The cooling bath was removed and the reaction mixture was warmed to room temperature and stirred for 3 h. Following a Fischer workup, the desired compound I-11 was obtained. This material was used for the next step without any purification.
With lithium aluminium hydride; In tetrahydrofuran; at 0 - 20℃; for 3h; Compound I- 10 was bought from a commercial source and the hydrolysis of I- 10 was carried out following a literature procedure (J. Am. Chem. Soc. 1958, 80, 5507). To a solution of 3-methylenecyclobutanecarbonitrile I- 10 (1 equivalent) in aqueous EtOH (50%) was added KOH (4 equivalents) and the homogeneous mixture was heated to reflux for 2 h. Upon cooling, all the volatile materials were evaporated and the solid was suspended in water. The pH of the solution was adjusted to 2 by the addition of IN HCl and the desired compound was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous MgS04 and evaporated to obtain <strong>[15760-36-8]3-methylenecyclobutanecarboxylic acid</strong> in quantitative yield. This material was carried forward directly for the next step. To a suspension of LiAlH4 (1.5 equivalents) in THF was added 3-methylene- cyclobutanecarboxylic acid (in THF) (1 equivalent) slowly at 0 C. The cooling bath was removed and the reaction mixture was warmed to room temperature and stirred for 3 h. Following a Fischer workup, the desired compound 1-11 was obtained as colorless oil in 89% yield. This material was used for the next step without any purification.
With lithium aluminium hydride; In tetrahydrofuran; at 0 - 20℃; for 3h; To a suspension of LiAlH4 (1.5 equivalents) in THF was added 3-methylene- cyclobutanecarboxylic acid (in THF) (1 equivalent) slowly at 0 C. The cooling bath was removed and the reaction mixture was warmed to room temperature and stirred for 3 h. Following a Fischer workup, the desired compound 1-11 was obtained. This material was used for the next step without any purification.
With lithium aluminium hydride; In tetrahydrofuran; at 0 - 20℃; for 3h; To a suspension of LiAlI-Li (1.5 equivalents) in THF was added 3-methylene- cyclobutanecarboxylic acid (in THF) (1 equivalent) slowly at 0 C. The cooling bath was removed and the reaction mixture was warmed to room temperature and stirred for 3 h. Following a Fischer workup, the desired compound 1-11 was obtained. This material was used for the next step without any purification.

 

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