Ammonia → (4-(2-(Azepan-1-yl)ethoxy)phenyl)methanol

HRID 1949990노트

반응식

HRID 1949990 반응식
C([O:3][C:4](=O)[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][N:14]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:7][CH:6]=1)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].N>O1CCCC1>[N:14]1([CH2:13][CH2:12][O:11][C:8]2[CH:7]=[CH:6][C:5]([CH2:4][OH:3])=[CH:10][CH:9]=2)[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 21226445Aluminium lithium hydrideHCID 66625442HCID 66625442, 화합물

생성물 1

HCID 9816367(4-(2-(Azepan-1-yl)ethoxy)phenyl)methanol수율 70.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of 4-(2-azepan-1-ylethoxy)benzoic acid ethyl ester (6.0 g) in tetrahydrofuran (60 ml) was added lithium aluminum hydride (1.5 g) under a nitrogen atmosphere, the solution was stirred overnight at room temperature, tetrahydrofuran and aqueous ammonia were then sequentially added thereto on an ice bath, the solution was filtered through celite pad, the solvent was evaporated in vacuo to provide [4-(2-azepan-1-ylethoxy)phenyl]methanol (3.6 g). The title compound (194 mg) was obtained according to an analogous synthetic method to Preparation Example 13 using the above compound (200 mg).

후처리

  1. filtrationon an ice bath, the solution was filtered through celite pad
  2. customthe solvent was evaporated in vacuo

출처 및 근거

ORD 기록
ord-b67cf45bd51c49bd9276c0539e728d4a
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399520B2

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