Isobutyryl chloride → Geranyl isobutyrate

HRID 129030

반응식

HRID 129030 반응식
[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]

참가 물질

5

반응물 2

HCID 62325Isobutyryl chlorideHCID 637566Geraniol

생성물 1

HCID 6086514Geranyl isobutyrate수율 31.2%

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-24afe6c5f193490da5af67a5de3d3ca8
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05466718

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