Water → N-(2-(tert-butyldimethylsilyloxy)ethyl)-1,1,1-trifluoropropan-2-amine

HRID 2169183노트

반응식

HRID 2169183 반응식
[F:1][C:2]([F:10])([F:9])[CH:3]([NH:5][CH2:6][CH2:7][OH:8])[CH3:4].C(N(C(C)C)CC)(C)C.[Si:20](Cl)([C:23]([CH3:26])([CH3:25])[CH3:24])([CH3:22])[CH3:21].O>ClCCl>[Si:20]([O:8][CH2:7][CH2:6][NH:5][CH:3]([CH3:4])[C:2]([F:10])([F:9])[F:1])([C:23]([CH3:26])([CH3:25])[CH3:24])([CH3:22])[CH3:21]

참가 물질

6

반응물 4

HCID 962WaterHCID 28928tert-Butyldimethylsilyl chlorideHCID 81531DiisopropylethylamineHCID 86725833Ethanol, 2-[(2,2,2-trifluoro-1-methylethyl)amino]-

생성물 1

HCID 86725834N-(2-(tert-butyldimethylsilyloxy)ethyl)-1,1,1-trifluoropropan-2-amine수율 37.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of 2-(1,1,1-trifluoropropan-2-ylamino)ethanol (40) (5.50 g, 35.0 mmol, Eq: 1.00) in dichloromethane (100 ml) were added diisopropylethylamine (6.33 g, 8.56 ml, 49.0 mmol, Eq: 1.4) followed by tert-butyldimethylsilyl chloride (5.8 g, 38.5 mmol, Eq: 1.1) at room temperature under a nitrogen atmosphere. The resulting solution was stirred for 16 hrs and then it was poured into water (100 ml) and the organic layer was separated, washed with brine, dried (MgSO4), concentrated, and chromatographed (silica gel, gradient 0 to 10% ethyl acetate-hexane) to obtain N-(2-(tert-butyldimethylsilyloxy)ethyl)-1,1,1-trifluoropropan-2-amine (41) (oil, 3.52 g, 13.0 mmol, 37.1% yield).

후처리

  1. customthe organic layer was separated
  2. washwashed with brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customchromatographed (silica gel, gradient 0 to 10% ethyl acetate-hexane)

출처 및 근거

ORD 기록
ord-4befe3b937804849a6ba97f7d1aedff0
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09045486B2

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