Methyl 3-tert-butyl-4-((tert-butyldimethylsilyl)oxy)benzoate → 3-Tert-butyl-4-((tert-butyldimethylsilyl)oxy)benzyl alcohol

HRID 369821노트

반응식

HRID 369821 반응식
[C:1]([C:5]1[CH:6]=[C:7]([CH:12]=[CH:13][C:14]=1[O:15][Si:16]([C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:18])[CH3:17])[C:8](OC)=[O:9])([CH3:4])([CH3:3])[CH3:2].[H-].C([Al+]CC(C)C)C(C)C.C1(C)C=CC=CC=1>C1(C)C=CC=CC=1>[C:1]([C:5]1[CH:6]=[C:7]([CH:12]=[CH:13][C:14]=1[O:15][Si:16]([C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:17])[CH3:18])[CH2:8][OH:9])([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 2

HCID 18352492Methyl 3-tert-butyl-4-((tert-butyldimethylsilyl)oxy)benzoateHCID 86583787Diisobutylaluminumhydride toluene2회

생성물 1

HCID 539541643-Tert-butyl-4-((tert-butyldimethylsilyl)oxy)benzyl alcohol수율 90%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

According to example 184, 5.00 g of methyl 3-tert-butyl-4-((tert-butyldimethylsilyl)oxy)benzoate was reduced using 31.8 mL of 1M diisobutylaluminum hydride/toluene and 50 mL of anhydrous toluene. Analysis of the reaction mixture by tlc after 30 min indicated some remaining starting material. To ensure complete reduction, an additional 5 mL of 1M diisobutylaluminum hydride/toluene was added and the reaction was allowed to proceed for an additional 5 min. Work-up in the usual manner afforded 4.11 g (90%) of 3-tert-butyl-4-((tert-butyldimethylsilyl)oxy)benzyl alcohol as a cloudy oil. The product was used without further purification.

후처리

  1. waitto proceed for an additional 5 min

출처 및 근거

ORD 기록
ord-c3b729b626ff4c30aff16de73400e83d
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06140100

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