Methanethiol → Carvone, (+-)-

HRID 1283226

반응식

HRID 1283226 반응식
[CH3:1][C:2]1[C:7](=[O:8])[CH2:6][CH:5]([C:9]([CH3:11])=[CH2:10])[CH2:4][CH:3]=1.[CH3:12][SH:13]>C(N(CC)CC)C>[CH3:1][C:2]1[C:7](=[O:8])[CH2:6][CH:5]([C:9]([CH3:11])=[CH2:10])[CH2:4][CH:3]=1.[CH3:12][S:13][CH:3]1[CH:2]([CH3:1])[C:7](=[O:8])[CH2:6][CH:5]([C:9]([CH3:11])=[CH2:10])[CH2:4]1

참가 물질

5

반응물 2

HCID 878MethanethiolHCID 7439Carvone, (+-)-

생성물 2

HCID 7439Carvone, (+-)-HCID 1228992-Methyl-5-(1-methylthio)-3-(methylvinyl)cyclohexan-1-one

시약·촉매·용매 1

HCID 8471Triethylamine용매

반응 조건

온도
50 °C

실험 절차

15.0 g of carvone are mixed with 0.5 g of triethylamine. 20 ml of methyl mercaptan are condensed in this mixture at room temperature. After standing overnight in the autoclave, the mixture is heated to 50°C for a further 2 hours. After removal of the excess methyl mercaptan, the reaction product is fractionally distilled in vacuum. After a small fore-run of unreacted carvone, there are obtained 14.9 g of 6-methylthio-p-menth-8-en-2-one in the form of a mixture of two isomers in the ratio 1:4 (boiling point 105°-107°/0.2 mm Hg, nD20 1.5067), corresponding to a yield of 78% of the theory. The odour of the mixture is reminiscent of boiled white cabbage with a caraway and onion peel note.

후처리

  1. customcondensed in this mixture at room temperature
  2. customAfter removal of the excess methyl mercaptan
  3. distillationthe reaction product is fractionally distilled in vacuum

출처 및 근거

ORD 기록
ord-9d6e9ebe24074318bc585cd0867e61c6
출처 데이터셋
uspto-grants-1976_08
특허 번호
US03974222

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