Carvacrol → Carvone, (-)-

HRID 2308168

반응식

HRID 2308168 반응식
[CH3:1][C@H:2]1[C:7](=[O:8])[CH2:6][C@H:5]([C:9]([CH3:11])=[CH2:10])[CH2:4][CH2:3]1.C1C(C(C)C)=CC=C(C)C=1O.[OH-].[Mg+2].[OH-]>O>[CH3:1][C:2]1[C:7](=[O:8])[CH2:6][C@H:5]([C:9]([CH3:11])=[CH2:10])[CH2:4][CH:3]=1

참가 물질

5

반응물 3

HCID 10364CarvacrolHCID 22227(+)-DihydrocarvoneHCID 73981Magnesium Hydroxide

생성물 1

HCID 439570Carvone, (-)-

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
216 °C

실험 절차

A mixture of 100 parts of R-(+)-1,2-limonene oxide, 75 parts of dihydrocarvone, 3 parts of carvacrol and 1 part magnesium hydroxide was refluxed at 212-220° C. for 10 hours in a three-necked flask equipped with agitator, temperature probe, and Dean-Stark trap (about 1 part water was removed). The reaction mixture was cooled down to 40° C., the catalyst was flittered out and the filtrate distilled under vacuum using Vigreux column. Distillate (160 parts) contains 28% unreacted 1,2-limonene oxide and 31% R-(−)-carvone. The yield of R-(−)-carvone is 49.6 parts or 68.8% on reacted 1,2-limonene oxide. This mixture was further purified using conventional separation techniques to obtain flavor grade R-(−)-carvone.

후처리

  1. temperatureThe reaction mixture was cooled down to 40° C.
  2. distillationthe filtrate distilled under vacuum
  3. customon reacted 1,2-limonene oxide
  4. customThis mixture was further purified
  5. customseparation techniques

출처 및 근거

ORD 기록
ord-d788b343ad30456591717678080ba0e4
출처 데이터셋
uspto-grants-2004_12
특허 번호
US06835686B2

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