Isobutyryl chloride → Geranyl isobutyrate

HRID 129030

反応式

HRID 129030 の反応式
[CH3:1][C:2](=[CH:4][CH2:5][CH2:6]/[C:7](=[CH:9]/[CH2:10][OH:11])/[CH3:8])[CH3:3].[C:12](Cl)(=[O:16])[CH:13]([CH3:15])[CH3:14]>C(Cl)Cl.N1C=CC=CC=1>[C:12]([O:11][CH2:10]/[CH:9]=[C:7](/[CH2:6][CH2:5][CH:4]=[C:2]([CH3:1])[CH3:3])\[CH3:8])(=[O:16])[CH:13]([CH3:15])[CH3:14]

参加物

5

反応物 2

HCID 62325Isobutyryl chlorideHCID 637566Geraniol

生成物 1

HCID 6086514Geranyl isobutyrate収率 31.2%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of geraniol (355 mg, 2.3 mmol) and isobutyryl chloride (407 mg, 3.8 mmol) was refluxed for 4.5 hours in 9.5 ml of methylene chloride (CH2Cl2) and 2 ml of pyridine. After the reflux, the reaction mixture was quenched over ice/water, extracted with hexane, washed, and dried over magnesium sulfate. The reaction mixture was concentrated under vacuum at 32° C. to yield 161 mg of oil, which was then purified by open column chromatography using ethyl acetate/hexane (5/95) as an eluant to afford 119 mg (yield: 33%) of a pale yellow oil having the following physical properties.

後処理

  1. customAfter the reflux, the reaction mixture was quenched over ice/water
  2. extractionextracted with hexane
  3. washwashed
  4. dry with materialdried over magnesium sulfate
  5. concentrationThe reaction mixture was concentrated under vacuum at 32° C.

出典と根拠

ORDレコード
ord-24afe6c5f193490da5af67a5de3d3ca8
出典データセット
uspto-grants-1995_11
特許番号
US05466718

関連ノート

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