Hydrochloric Acid → 1-Benzyloxy-4-phenyl-butan-2-ol

HRID 8188

反応式

HRID 8188 の反応式
[CH2:1]([O:8][CH2:9][CH:10]=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:12]1([CH2:18][CH2:19][Mg]Cl)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.Cl>O1CCCC1>[CH2:1]([O:8][CH2:9][CH:10]([OH:11])[CH2:19][CH2:18][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 108989(Phenylmethoxy)acetaldehydeHCID 178418865HCID 178418865、化合物

生成物 1

HCID 133473711-Benzyloxy-4-phenyl-butan-2-ol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

Benzyloxy-acetaldehyde (3.0 g, 20 mmol) is dissolved in tetrahydrofuran (200 mL), cooled to −78° C. This solution is treated with phenylethylmagnesium chloride (1.0 M in tetrahydrofuran, 24 mL, 24 mmol), and stirred for one hour. The mixture is allowed to warm to room temperature and stirred for 4 h. The mixture is treated with hydrochloric acid (1 M, 40 mL) and extracted with ethyl acetate. The combined organic extracts are washed with water and brine, dried over sodium sulfate, and filtered. The filtrate is concentrated in vacuo to provide the title compound, 4.0 g (80%), as a colorless liquid.

後処理

  1. temperatureto warm to room temperature
  2. stirringstirred for 4 h
  3. extractionextracted with ethyl acetate
  4. washThe combined organic extracts are washed with water and brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationThe filtrate is concentrated in vacuo

出典と根拠

ORDレコード
ord-da68cd3ff7414fb3bec916908e6cbd70
出典データセット
uspto-grants-2006_08
特許番号
US07087626B2

関連ノート

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