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

HRID 1879311ノート

反応式

HRID 1879311 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-5fdd5eafbe444fc1aeef0dda365744ae
出典データセット
uspto-grants-2012_11
特許番号
US08314128B2

反応ノート

読み込み中…