Aluminium lithium hydride → (3-(2-Amino-4-chlorophenoxy)cyclopentyl)methanol

HRID 1773587ノート

反応式

HRID 1773587 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:9][C:10]([CH:12]1[CH2:16][CH2:15][CH:14]([O:17][C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=2[NH2:25])[CH2:13]1)=O)C>O1CCCC1>[NH2:25][C:19]1[CH:20]=[C:21]([Cl:24])[CH:22]=[CH:23][C:18]=1[O:17][CH:14]1[CH2:15][CH2:16][CH:12]([CH2:10][OH:9])[CH2:13]1

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 580563063-(2-Amino-4-chloro-phenoxy)-cyclopentanecarboxylic acid ethyl ester

生成物 1

HCID 58056289(3-(2-Amino-4-chlorophenoxy)cyclopentyl)methanol収率 105.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of lithium aluminum hydride (1 M, 3 mL) was added to a cooled (0° C.) solution of 3-(2-amino-4-chloro-phenoxy)-cyclopentanecarboxylic acid ethyl ester (0.2 g) in tetrahydrofuran (5 mL) and the resulting mixture was stirred for 30 minutes. The reaction mixture was then quenched by addition of a saturated aqueous solution of ammonium chloride and filtered. The filter cake was washed with ethyl acetate and the filtrate was dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to give 180 mg of [3-(2-amino-4-chloro-phenoxy)-cyclopentyl]-methanol without further purifications.

後処理

  1. customThe reaction mixture was then quenched by addition of a saturated aqueous solution of ammonium chloride
  2. filtrationfiltered
  3. washThe filter cake was washed with ethyl acetate
  4. dry with materialthe filtrate was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-57337be362c24a35964933c1418d25a5
出典データセット
uspto-grants-2016_02
特許番号
US09255110B2

反応ノート

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