Hydrochloric Acid → Methyl1-[4-(chloroacetyl)phenyl]cyclopropanecarboxylate

HRID 557846노트

반응식

HRID 557846 반응식
[Cl-].[Cl-].[Cl-].[Al+3].[C:5]1([C:11]2([C:14]([O:16][CH3:17])=[O:15])[CH2:13][CH2:12]2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[Cl:18][CH2:19][C:20](Cl)=[O:21].Cl>C(=S)=S>[Cl:18][CH2:19][C:20]([C:8]1[CH:9]=[CH:10][C:5]([C:11]2([C:14]([O:16][CH3:17])=[O:15])[CH2:13][CH2:12]2)=[CH:6][CH:7]=1)=[O:21]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 6577Chloroacetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 12861006Methyl 1-phenylcyclopropane-1-carboxylate

생성물 1

HCID 86602275Methyl1-[4-(chloroacetyl)phenyl]cyclopropanecarboxylate

시약·촉매·용매 1

HCID 6348Carbon Disulfide용매

실험 절차

Aluminium trichloride (7.9 g, 60.0 mmol) was added in portions to a mixture of methyl 1-phenylcyclopropanecarboxylate (3.5 g, 20.0 mmol) and chloroacetyl chloride (2.0 mL, 26.0 mmol) in carbon disulfide (40.0 mL) at 15-25° C. The reaction mixture was stirred for 2 hours at room temperature. Then the mixture was poured into concentrated HCl (10.0 mL) in ice (100 g). The resulting mixture was extracted with diethyl ether several times. The combined organic phase was washed with brine, then dried and concentrated. The crude product was purified by CombiFlash using hexane/ethyl acetate.

후처리

  1. extractionThe resulting mixture was extracted with diethyl ether several times
  2. washThe combined organic phase was washed with brine
  3. customdried
  4. concentrationconcentrated
  5. customThe crude product was purified by CombiFlash

출처 및 근거

ORD 기록
ord-6dec0c7e6ece419283a5520acc2829d9
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08058288B2

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