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

HRID 709707노트

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HRID 709707 반응식
[CH2:1]([O:8][C:9]1[C:10]([CH3:17])=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH:12]=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[C:10]([CH3:17])=[C:11]([CH:12]=[CH:37][C:38]([O:40][CH2:41][CH3:42])=[O:39])[CH:14]=[CH:15][CH:16]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 159481993-(Benzyloxy)-2-methylbenzaldehyde

생성물 1

HCID 131733904Ethyl 3-(3-(benzyloxy)-2-methylphenyl)acrylate수율 46.6%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
60 °C

실험 절차

To a solution of 3-(benzyloxy)-2-methylbenzaldehyde (200 mg) in toluene (20 mL) was added ethyl (triphenylphosphoranylidene)acetate (303 mg), and the mixture was stirred at 60° C. for 15 hr. The reaction mixture was concentrated, and diethyl ether was added. The insoluble material was filtered off, and the filtrate was concentrated. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (120 mg) as a yellow oil.

후처리

  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)

출처 및 근거

ORD 기록
ord-15f250e1f8084f8082ed0495004dea02
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181186B2

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