Epichlorohydrin → (Oxiran-2-yl)methyl 5-phenylpenta-2,4-dienoate

HRID 1514847

반응식

HRID 1514847 반응식
[CH:1](=[CH:10][C:11]([OH:13])=[O:12])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH2:14]([CH:16]1[O:18][CH2:17]1)Cl>[Br-].C([N+](CC)(CC)CC)C.O>[CH:1](=[CH:10][C:11]([O:13][CH2:14][CH:16]1[O:18][CH2:17]1)=[O:12])[CH:2]=[CH:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

참가 물질

5

반응물 2

HCID 7835EpichlorohydrinHCID 737775-Phenyl-2,4-pentadienoic acid

생성물 1

HCID 53778512(Oxiran-2-yl)methyl 5-phenylpenta-2,4-dienoate

시약·촉매·용매 2

HCID 6285Tetraethylammonium Bromide촉매HCID 962Water용매

반응 조건

온도
110 °C

실험 절차

To 9.0 g of cinnamylideneacetic acid (manufactured by Lancaster) were added 3.5 g of tetraethylammonium bromide (manufactured by Wako Pure Chemical) and 100 ml of epichlorohydrin (manufactured by Wako Pure Chemical), the mixture was heated to reflux at 110° C. for 3 hours, 50 ml of distilled water was added thereto and an organic layer was separated and concentrated in vacuo at 80° C. to give 17.3 g of glycidyl cinnamylideneacetate. An epoxy equivalent of this glycidyl cinnamylideneacetate was 444.3.

후처리

  1. temperaturethe mixture was heated
  2. customan organic layer was separated
  3. concentrationconcentrated in vacuo at 80° C.

출처 및 근거

ORD 기록
ord-51d1f2b4d39944b99cd59368ea238e8e
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08222399B2

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