Methanol → [1-(2-Hydroxy-ethyl)-cyclohexyl]-acetic acid benzyl ester

HRID 424163ノート

反応式

HRID 424163 の反応式
[CH2:1]([O:8][C:9]([CH2:11][C:12]1([CH2:18][C:19](O)=[O:20])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO>O1CCCC1>[CH2:1]([O:8][C:9](=[O:10])[CH2:11][C:12]1([CH2:18][CH2:19][OH:20])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 887MethanolHCID 14036669(1-Benzyloxycarbonylmethyl-cyclohexyl)-acetic acid

生成物 1

HCID 66675168[1-(2-Hydroxy-ethyl)-cyclohexyl]-acetic acid benzyl ester収率 79.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of (1-benzyloxycarbonylmethyl-cyclohexyl)-acetic acid (3.0 g, 10 mmol) in tetrahydrofuran (20 mL) was cooled to 0° C. and 1 M borane-THF complex in tetrahydrofuran (21 mL, 20 mmol) was added dropwise over 5 min. The reaction mixture was allowed to warm to room temperature, stirred for 1 h at room temperature. and cooled to 0° C. Methanol was added slowly to quench the reaction. The reaction mixture was warmed to room temperature, stirred for 30 min, and concentrated to dryness to provide the title compound (2.2 g).

後処理

  1. temperatureand cooled to 0° C
  2. customto quench
  3. customthe reaction
  4. temperatureThe reaction mixture was warmed to room temperature
  5. stirringstirred for 30 min
  6. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-0e51376dde864f129ad514556e9a1ad2
出典データセット
uspto-grants-2012_01
特許番号
US08101791B2

反応ノート

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