Sodium borohydride → Methyl 2-(1-hydroxyethyl)-6-heptenoate

HRID 890703ノート

反応式

HRID 890703 の反応式
[C:1]([CH:4]([CH2:9][CH2:10][CH2:11][CH:12]=[CH2:13])[C:5]([O:7][CH3:8])=[O:6])(=[O:3])[CH3:2].[BH4-].[Na+]>CO>[OH:3][CH:1]([CH:4]([CH2:9][CH2:10][CH2:11][CH:12]=[CH2:13])[C:5]([O:7][CH3:8])=[O:6])[CH3:2]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 10487736Methyl 2-acetyl-6-heptenoate

生成物 1

HCID 22245821Methyl 2-(1-hydroxyethyl)-6-heptenoate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

5.00 g (27.1 mmol) of methyl 2-acetyl-6-heptenoate (Example 20A) are introduced into 50 ml of methanol and ice-cooled. 0.56 g (14.9 mmol) of sodium borohydride are added in portions and the mixture is stirred for a further 1 h. The batch is then evacuated from the solvent, taken up in diethyl ether and washed with 1 N hydrochloric acid. The organic phase is dried, concentrated and flash-chromatographed using the eluent petroleum ether/ethyl acetate 10/1.

後処理

  1. temperaturecooled
  2. customThe batch is then evacuated from the solvent
  3. washwashed with 1 N hydrochloric acid
  4. customThe organic phase is dried
  5. concentrationconcentrated
  6. customflash-chromatographed

出典と根拠

ORDレコード
ord-8bbd0b3fe44441efa4c8b28354330b78
出典データセット
uspto-grants-2006_02
特許番号
US06998402B2

反応ノート

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