Sulfuric Acid → HCID 53760255、化合物

HRID 328662ノート

反応式

HRID 328662 の反応式
S(=O)(=O)(O)O.[CH2:6]([O:10][C:11](=[O:23])[CH:12]=[C:13]([CH2:21][CH3:22])[CH:14]([CH3:20])[CH2:15][CH:16]=[C:17]([CH3:19])[CH3:18])[CH2:7][CH2:8][CH3:9]>C(O)=O>[CH2:6]([O:10][C:11]([CH:12]1[C:17]([CH3:19])([CH3:18])[CH2:16][CH2:15][C:14]([CH3:20])=[C:13]1[CH2:21][CH3:22])=[O:23])[CH2:7][CH2:8][CH3:9]

参加物

4

反応物 2

HCID 1118Sulfuric AcidHCID 54574149HCID 54574149、化合物

生成物 1

HCID 53760255HCID 53760255、化合物収率 69%

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

実験手順

A mixture of 81 ml of concentrated formic acid and 9 ml of concentrated sulphuric acid is cooled to 5°-10° C and there are cautiously added at this temperature 10 g (39.7 mmol) of 3-ethyl-4,7-dimethyl-2,6-octadienoic acid n-butyl ester. The mixture is left to come to room temperature and then stirred at room temperature for ca 1 hour. The mixture is then poured on to ice and extracted three times with hexane. The combined hexane solutions are washed once with water, twice with sodium bicarbonate solution and three times with water, dried over sodium sulphate and concentrated. The crude product (9.1 g) is fractionally distilled. There are obtained 6.9 g (69%) of pure 2-ethyl-3,6,6-trimethyl-2-cyclohexene-1-carboxylic acid n-butyl ester of boiling point 75°-74° C/0.03 mm Hg; nD 20 = 1.4663. The ester has a powerful balsamic and spicy odor with a slight buttery undertone.

後処理

  1. temperatureis cooled to 5°-10° C
  2. waitThe mixture is left
  3. customto come to room temperature
  4. additionThe mixture is then poured on to ice
  5. extractionextracted three times with hexane
  6. washThe combined hexane solutions are washed once with water, twice with sodium bicarbonate solution and three times with water
  7. dry with materialdried over sodium sulphate
  8. concentrationconcentrated
  9. distillationThe crude product (9.1 g) is fractionally distilled

出典と根拠

ORDレコード
ord-0b6006f312384e8485fa4ccbf1e5c402
出典データセット
uspto-grants-1977_04
特許番号
US04018718

反応ノート

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