p-Toluenesulfonic acid → HCID 59289068、化合物

HRID 386335

反応式

HRID 386335 の反応式
[CH2:1]([CH:4]1[CH2:9][CH2:8][CH:7]([C:10]([OH:12])=[O:11])[CH2:6][CH2:5]1)[CH2:2][CH3:3].[Br:13][CH2:14][CH2:15][CH2:16][CH2:17]O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[Br:13][CH2:14][CH2:15][CH2:16][CH2:17][O:11][C:10]([CH:7]1[CH2:8][CH2:9][CH:4]([CH2:1][CH2:2][CH3:3])[CH2:5][CH2:6]1)=[O:12]

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 1183884-BromobutanolHCID 1490324(1s,4r)-4-Propylcyclohexane-1-carboxylic acid

生成物 1

HCID 59289068HCID 59289068、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

4-Propyl-cyclohexanecarboxylic acid (10.0 g, 58.0 mmol), 4-bromobutan-1-ol (9.2 g, 60.0 mmol) and a catalytic amount of para-toluene sulphonic acid are stirred under reflux in toluene (300 ml) in a flask equipped with Dean-Stark apparatus over night. The solution is allowed to cool to room temperature, is washed with aqueous sodium carbonate and water, dried and evaporated to dryness. Purification is achieved by flash column chromatography using petrol as eluant. Evaporation of the appropriate fractions gives 4-propyl-cyclohexanecarboxylic acid 4-bromo-butyl ester as the product. The structure is confirmed by 1H NMR spectroscopy and GCMS.

後処理

  1. customequipped with Dean-Stark apparatus over night
  2. washis washed with aqueous sodium carbonate and water
  3. customdried
  4. customevaporated to dryness
  5. customPurification
  6. customEvaporation of the appropriate fractions

出典と根拠

ORDレコード
ord-e569159be1f043a180086ddbee91d01a
出典データセット
uspto-grants-2013_02
特許番号
US08372307B2

関連ノート

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