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Methanol → 2-(4-Bromo-phenyl)-5-chloropentanoic acid methyl ester

HRID 220199
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인쇄 미리보기

반응식

HRID 220199 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:12][CH2:13][CH2:14][Cl:15])[C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.[CH3:16]O>O=S(Cl)Cl>[CH3:16][O:10][C:9](=[O:11])[CH:8]([C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][CH:6]=1)[CH2:12][CH2:13][CH2:14][Cl:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 887MethanolHCID 592382802-(4-Bromophenyl)-5-chloro-pentanoic acid

생성물 1

HCID 592382962-(4-Bromo-phenyl)-5-chloropentanoic acid methyl ester수율 90%

시약·촉매·용매 1

HCID 24386Thionyl Chloride용매

실험 절차

To a solution of 2-(4-Bromo-phenyl)-5-chloropentanoic acid (3 g, 10.38 mmol) in MeOH (60 mL), SOCl2 (2 mL) was added at 0 degrees Celsius, then the mixture refluxed for 5 h. After cooling, the solution was evaporated to dryness under reduced pressure, then EtOAc was added and the mixture was washed with aq. NaHCO3, the organic layer was dried with MgSO4, and evaporated to give the compound as an oil (2.85 g, 90%). MS: calc'd 304 (MH+), exp 304 (MH+).

후처리

  1. temperaturethe mixture refluxed for 5 h
  2. temperatureAfter cooling
  3. customthe solution was evaporated to dryness under reduced pressure
  4. additionEtOAc was added
  5. washthe mixture was washed with aq. NaHCO3
  6. dry with materialthe organic layer was dried with MgSO4
  7. customevaporated

출처 및 근거

ORD 기록
ord-29d22aa1221447b0b06b96161033fd5f
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08202866B2

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