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

HRID 2169183

反応式

HRID 2169183 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-4befe3b937804849a6ba97f7d1aedff0
出典データセット
uspto-grants-2015_06
特許番号
US09045486B2

関連ノート

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