Benzoic Acid → 3-(4-Tert.butyl-cyclohexyl)-2-methyl-acrylic acid ethyl ester

HRID 1733275

反応式

HRID 1733275 の反応式
[C:1]([CH:5]1[CH2:10][CH2:9][CH:8]([CH:11]=O)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[C:13]([C:18](=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[CH3:19])([O:15][CH2:16][CH3:17])=[O:14].C(O)(=O)C1C=CC=CC=1>C1(C)C=CC=CC=1.CO.O>[CH2:16]([O:15][C:13](=[O:14])[C:18]([CH3:19])=[CH:11][CH:8]1[CH2:7][CH2:6][CH:5]([C:1]([CH3:2])([CH3:3])[CH3:4])[CH2:10][CH2:9]1)[CH3:17]

参加物

6

反応物 3

HCID 243Benzoic AcidHCID 79792Ethyl 2-(triphenylphosphoranylidene)propionateHCID 88655Cyclohexanecarboxaldehyde, 4-(1,1-dimethylethyl)-

生成物 1

HCID 569892053-(4-Tert.butyl-cyclohexyl)-2-methyl-acrylic acid ethyl ester

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒2 回HCID 22242641Methanol--water (1/1)溶媒

実験手順

A mixture of 20.2 g of 4-tert.butyl-cyclohexane-1-carboxaldehyde, 52 g of (α-carbethoxy-ethylidene)-triphenyl-phosphorane and 3.6 g of benzoic acid in 120 ml of toluene is heated at reflux for 16 hours under nitrogen gasification and the toluene is evaported. The oily-crystalline residue is dissolved in 600 ml of methanol/water (4:1) and exhaustively extracted with hexane. The combined hexane extracts are washed with sodium bicarbonate solution and water, dried over sodium sulphate and evaporated. By distillation there is obtained pure 3-(4-tert.butyl-cyclohexyl)-2-methyl-acrylic acid ethyl ester of boiling point 99° C./0.03 Torr.

後処理

  1. temperatureis heated
  2. temperatureat reflux for 16 hours under nitrogen gasification
  3. extractionexhaustively extracted with hexane
  4. washThe combined hexane extracts are washed with sodium bicarbonate solution and water
  5. dry with materialdried over sodium sulphate
  6. customevaporated
  7. distillationBy distillation there

出典と根拠

ORDレコード
ord-371e8a1fcf7f4418af5fe2f16400894e
出典データセット
uspto-grants-1980_12
特許番号
US04241058

関連ノート

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