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Methyl beta-benzoyl-alpha-methoxypropionate → Methyl-4-oxo-4-phenyl-2-butenoate

HRID 982181
ノート
印刷プレビュー

反応式

HRID 982181 の反応式
[C:1]([CH2:9][CH:10](OC)[C:11]([O:13][CH3:14])=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1(C)C=CC=CC=1>[C:1](/[CH:9]=[CH:10]/[C:11]([O:13][CH3:14])=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

3

反応物 1

HCID 13934019Methyl beta-benzoyl-alpha-methoxypropionate

生成物 1

HCID 1484788Methyl-4-oxo-4-phenyl-2-butenoate収率 89.8%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

A mixture of 268 mg of methyl β-benzoyl-α-methoxypropionate, 150 mg of paratoluenesulfonic acid monohydrate and 5 ml of toluene was stirred at 80° C. for 1 hour. A pressure was reduced with an aspirator and a total amount of the resultant was reduced to 1/2 by concentration. The resultant was stirred at 80° C. for 20 minutes and was left for cooling. The reaction mixture was distributed between ethyl acetate and water and the ethyl acetate layer was washed with a saturated solution of NaHCO3 and then with water, and was dried with anhydrous magnesium sulfate. The solvent was distilled away to give 206 mg of methyl trans-β-benzoylacrylate as a yellow oil.

後処理

  1. concentrationa total amount of the resultant was reduced to 1/2 by concentration
  2. stirringThe resultant was stirred at 80° C. for 20 minutes
  3. waitwas left
  4. temperaturefor cooling
  5. washthe ethyl acetate layer was washed with a saturated solution of NaHCO3
  6. dry with materialwith water, and was dried with anhydrous magnesium sulfate
  7. distillationThe solvent was distilled away

出典と根拠

ORDレコード
ord-90951170d11443ccbee000e8a444a528
出典データセット
uspto-grants-1991_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04994600

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート