Methanethiol → Carvone, (+-)-

HRID 1283226

反応式

HRID 1283226 の反応式
[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

参加物

5

反応物 2

HCID 878MethanethiolHCID 7439Carvone, (+-)-

生成物 2

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

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9d6e9ebe24074318bc585cd0867e61c6
出典データセット
uspto-grants-1976_08
特許番号
US03974222

関連ノート

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