Methanol → Methyl 3-(4-chlorophenyl)propanoate

HRID 79497

반응식

HRID 79497 반응식
O=S(Cl)Cl.[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][C:14]([OH:16])=[O:15])=[CH:8][CH:7]=1.[CH3:17]O>>[Cl:5][C:6]1[CH:7]=[CH:8][C:9]([CH2:12][CH2:13][C:14]([O:16][CH3:17])=[O:15])=[CH:10][CH:11]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 123137beta-(p-Chlorophenyl)propionic acid

생성물 1

HCID 8027172Methyl 3-(4-chlorophenyl)propanoate수율 97%

실험 절차

Neat SOCl2 (25.7 g, 216.7 mmol) was added dropwise to a −60° C. solution of MeOH (100 mL). Upon completion of the addition, 3-(4-chlorophenyl)propanoic acid (10.0 g, 54.1 mmol) was added in several portions. Upon completion of the addition, the cooling bath was removed, and the reaction mixture was slowly warmed to room temperature and stirred overnight. The reaction was then concentrated to dryness, and the resulting residue was dissolved in DCM (100 mL), washed with saturated NaHCO3, dried (MgSO4), filtered, and concentrated to give methyl 3-(4-chlorophenyl)propanoate as an oil (10.48 g, 97%).

후처리

  1. additionwas added in several portions
  2. additionUpon completion of the addition
  3. customthe cooling bath was removed
  4. concentrationThe reaction was then concentrated to dryness
  5. dissolutionthe resulting residue was dissolved in DCM (100 mL)
  6. washwashed with saturated NaHCO3
  7. dry with materialdried (MgSO4)
  8. filtrationfiltered
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1cd78c07abf541d18610c0029d0ec6f9
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841304B2

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