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Product Details of [ 1620-98-0 ]

CAS No. :1620-98-0 MDL No. :MFCD00008826
Formula : C15H22O2 Boiling Point : -
Linear Structure Formula :- InChI Key :DOZRDZLFLOODMB-UHFFFAOYSA-N
M.W : 234.33 Pubchem ID :73219
Synonyms :

Safety of [ 1620-98-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P305+P351+P338 UN#:N/A
Hazard Statements:H302-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1620-98-0 ]

* 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.

  • Upstream synthesis route of [ 1620-98-0 ]
  • Downstream synthetic route of [ 1620-98-0 ]

[ 1620-98-0 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 10452-78-5 ]
  • [ 1620-98-0 ]
  • [ 728-40-5 ]
  • [ 14446-91-4 ]
Reference: [1] Journal of the Chemical Society, Chemical Communications, 1992, # 13, p. 967 - 968
  • 2
  • [ 74-88-4 ]
  • [ 1620-98-0 ]
  • [ 74684-38-1 ]
YieldReaction ConditionsOperation in experiment
87%
Stage #1: With sodium hydride In tetrahydrofuran at 0℃; for 0.5 h; Inert atmosphere
Stage #2: for 12 h; Reflux
3,5-di-tert-butyl-4-methoxybenzaldehyde (1)
At first, sodium hydride (NaH, 1.27 g, 53 mmol) is added slowly into a solution of 3,5-di-tert-butyl-4-hydroxybenzaldehyde (5 g, 21 mmol) dissolved in dry tetrahydrofuran (THF, 22.5 ml) at 0° C. under nitrogen.
The mixture is removed from the cooling bath and the reaction proceeds for 30 min.
Then, processes including adding methyl iodide (CH3I, 5.2 ml, 84 mmol) dissolved in dry THF (9 ml) in the mixture, refluxing for 12 hr, quenching with methanol (MeOH) in the cooling bath, extracting with dichloromethane (CH2Cl2), concentrating, purifying by a column chromatography method (using ethyl acetate:hexane=1:7 as eluent) are sequentially performed.
A yellow liquid product (1) is obtained (4.5 g, 87percent).
1H NMR (CDCl3, 400 MHz) δ 9.91 (s, 1H), 7.79 (s, 2H), 3.73 (s, 3H), 1.46 (s, 18H).
Reference: [1] Patent: US9691555, 2017, B2, . Location in patent: Page/Page column 29
[2] Bioorganic and Medicinal Chemistry, 2002, vol. 10, # 10, p. 3257 - 3265
[3] New Journal of Chemistry, 2006, vol. 30, # 4, p. 583 - 591
  • 3
  • [ 110-54-3 ]
  • [ 74-88-4 ]
  • [ 1620-98-0 ]
  • [ 74684-38-1 ]
Reference: [1] Patent: US2016/5546, 2016, A1,
  • 4
  • [ 1620-98-0 ]
  • [ 74684-38-1 ]
Reference: [1] Organic Process Research and Development, 2008, vol. 12, # 3, p. 442 - 446
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