Imidazole → 3,5-Dimethoxybenzyl tert-butyldiphenylsilyl ether

HRID 1060481

반응식

HRID 1060481 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1)[CH2:6][OH:7].[Si:13](Cl)([C:26]([CH3:29])([CH3:28])[CH3:27])([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.N1C=CN=C1>CN(C=O)C>[Si:13]([O:7][CH2:6][C:5]1[CH:8]=[C:9]([O:11][CH3:12])[CH:10]=[C:3]([O:2][CH3:1])[CH:4]=1)([C:26]([CH3:29])([CH3:28])[CH3:27])([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 697183,5-Dimethoxybenzyl alcoholHCID 94078tert-Butyldiphenylchlorosilane

생성물 1

HCID 225718833,5-Dimethoxybenzyl tert-butyldiphenylsilyl ether수율 87.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 3,5-dimethoxybenzyl alcohol (4.0 g), tert-butyl-diphenylsilyl chloride (6.54 g) and imidazole (3.28 g) in DMF (60 mL) was stirred at room temperature for 24 h. DMF was evaporated and the residue was purified by column chromatography (silica gel; eluent: hexane to hexane/EtOAc 20%) to yield 8.5 g of 3,5-dimethoxybenzyl tert-butyldiphenylsilyl ether. ESMS: m/z 407 (MH+).

후처리

  1. customDMF was evaporated
  2. customthe residue was purified by column chromatography (silica gel; eluent: hexane to hexane/EtOAc 20%)

출처 및 근거

ORD 기록
ord-fab6cf9405ac44258e70faa458d6f91c
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06521666B1

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