Toluene → Propanoic acid, 3-chloro, 2-propenyl ester

반응식

C([OH:4])C=C.[Cl:5][CH2:6][CH2:7][C:8](Cl)=[O:9].[C:11]1([CH3:17])C=CC=C[CH:12]=1>>[Cl:5][CH2:6][CH2:7][C:8]([O:9][CH2:17][CH:11]=[CH2:12])=[O:4]

참가 물질

반응물 3

HCID 1140Toluene

HCID 7858Allyl Alcohol

HCID 693643-Chloropropionyl chloride

생성물 1

HCID 523729Propanoic acid, 3-chloro, 2-propenyl ester수율 71%

실험 절차

58.08 g (1.0 mol) of allyl alcohol were dissolved in 200 ml of toluene, and 190.46 g (1.5 mol) of 3-chloropropionyl chloride were added dropwise at 90° C. The reaction solution was refluxed for a further 1.5 hours. The organic phase was washed with 10% strength NaOH solution and twice with H2O, and the solvent was evaporated. The product was subsequently distilled at 74° C. and 20 mbar, giving 104.3 g of allyl 3-chloropropionate (71% of theory).

후처리

temperatureThe reaction solution was refluxed for a further 1.5 hours
washThe organic phase was washed with 10% strength NaOH solution and twice with H2O
customthe solvent was evaporated
distillationThe product was subsequently distilled at 74° C.

출처 및 근거

ORD 기록: ord-7d0791f68dfe40f5907771d28b937502
출처 데이터셋: uspto-grants-2002_11
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06486338B1

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