Isovanillin → 3-((tert-Butyldimethylsilyl)oxy)-4-methoxybenzaldehyde

HRID 2095042Notes

Reaction equation

[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH:5]=[O:6].[C:12]([Si:16](Cl)([CH3:18])[CH3:17])([CH3:15])([CH3:14])[CH3:13]>>[Si:16]([O:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH:5]=[O:6])([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:18])[CH3:17]

Participants

Reactant 2

HCID 12127Isovanillin

HCID 28928tert-Butyldimethylsilyl chloride

Product 1

HCID 3595583-((tert-Butyldimethylsilyl)oxy)-4-methoxybenzaldehydeYield 100%

Procedure

Prepared as in Example 12-1c from 3-hydroxy-4-methoxybenzaldehyde and tert-butylchlorodimethylsilane. Yield 100%, yellowish liquid. MS 267 (MH+).

Sources & evidence

ORD record: ord-3c6d2a6187684299976c1f33ff70a11a
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08445692B2

Reaction notes

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