Bicarbonate Ion → 3,7-Dimethyl-4-hydroxy-6-octen-1-ol

HRID 27649

反応式

HRID 27649 の反応式
[CH3:1][CH:2]([C:8](=[O:14])[CH2:9][CH:10]=[C:11]([CH3:13])[CH3:12])[CH2:3][C:4](OC)=[O:5].[H-].[Al+3].[Li+].[H-].[H-].[H-].C(=O)(O)[O-].O>CCOCC.C(OCC)(=O)C>[CH3:1][CH:2]([CH:8]([OH:14])[CH2:9][CH:10]=[C:11]([CH3:13])[CH3:12])[CH2:3][CH2:4][OH:5]

参加物

7

反応物 4

HCID 769Bicarbonate IonHCID 962WaterHCID 15340230Methyl 3,7-dimethyl-4-oxo-6-octenoateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 136688813,7-Dimethyl-4-hydroxy-6-octen-1-ol収率 863.9%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

Methyl 3,7-dimethyl-4-oxo-6-octenoate (68 g, 34 mmole) in ether (10 ml) is added to a mixture of lithium aluminum hydride (1.3 g, 34 mmole) and ether (150 ml) at 0°. After the addition is complete the mixture is allowed to warm to room temperature and stirred for 1 hour, after which it is cooled to 0° and carefully added to a 5% aqueous sodim bicarbonate solution (50 ml). The resulting mixture is treated with water (100 ml) and ethyl acetate (300 ml). The organic phase is separated, dried (Na2SO4) and the solvent is removed in vacuo to give a colorless oil (50.6 g, 94%). This material shows one spot on TLC (silica gel 50% ethyl acetate in hexane) and is not further purified.

後処理

  1. additionAfter the addition
  2. temperatureafter which it is cooled to 0°
  3. customThe organic phase is separated
  4. dry with materialdried (Na2SO4)
  5. customthe solvent is removed in vacuo

出典と根拠

ORDレコード
ord-a6daa448ebb4476396eec9aac57fc091
出典データセット
uspto-grants-1980_09
特許番号
US04222937

関連ノート

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