Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → Ethyl 3-(5-(benzyloxy)-2-methylphenyl)acrylate

HRID 709689ノート

反応式

HRID 709689 の反応式
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH3:17])=[C:13]([CH:16]=1)[CH:14]=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(P(=[CH:37][C:38]([O:40][CH2:41][CH3:42])=[O:39])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1(C)C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH3:17])=[C:13]([CH:14]=[CH:37][C:38]([O:40][CH2:41][CH3:42])=[O:39])[CH:16]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 600256215-(Benzyloxy)-2-methylbenzaldehyde

生成物 1

HCID 131733902Ethyl 3-(5-(benzyloxy)-2-methylphenyl)acrylate収率 62%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
60 °C

実験手順

To a solution of 5-(benzyloxy)-2-methylbenzaldehyde (250 mg) in toluene (20 mL) was added ethyl (triphenylphosphoranylidene)acetate (379 mg), and the mixture was stirred at 60° C. for 15 hr. The reaction mixture was concentrated, diethyl ether was added, and the insoluble material was filtered off. The filtrate was concentrated, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (200 mg) as a yellow oil.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. additiondiethyl ether was added
  3. filtrationthe insoluble material was filtered off
  4. concentrationThe filtrate was concentrated
  5. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-c4fa1aea91e7475e9198735ac107cb04
出典データセット
uspto-grants-2015_11
特許番号
US09181186B2

反応ノート

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