Hydrochloric Acid → Hydrochloric Acid

HRID 1427726노트

반응식

HRID 1427726 반응식
C(OC([N:8]1[CH2:12][CH2:11][C@@H:10]([C@H:13]([O:20][C:21]2[CH:26]=[C:25]([Cl:27])[CH:24]=[C:23]([Cl:28])[CH:22]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:9]1)=O)(C)(C)C.CCO.Cl.C([Cl:36])(=O)C>>[Cl:28][C:23]1[CH:22]=[C:21]([CH:26]=[C:25]([Cl:27])[CH:24]=1)[O:20][C@H:13]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C@@H:10]1[CH2:11][CH2:12][NH:8][CH2:9]1.[ClH:36]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 702Ethanol2회HCID 6367Acetyl chlorideHCID 66924546(R)-3-[(S)-(3,5-dichlorophenoxy)phenylmethyl]pyrrolidine-1-carboxylic acid t-butyl ester

생성물 2

HCID 313Hydrochloric Acid수율 870%HCID 44625571(R)-3-[(S)-(3,5-dichlorophenoxy)phenylmethyl]pyrrolidine

실험 절차

(R)-3-[(S)-(3,5-dichlorophenoxy)phenylmethyl]pyrrolidine-1-carboxylic acid t-butyl ester (14.0 g, 33.1 mmol) was dissolved in EtOH (100 mL, 2 mol). Into the mixture was added an HCl solution prepared by the slow addition of acetyl chloride (23.6 mL, 331 mmol) into EtOH (50 mL, 860 mmol) at 0° C. The mixture was stirred at room temperature overnight. The solvent was removed by rotary evaporation, EtOAc (200 mL) was added, followed by removal of most of the solvent. EtOAc (50 mL) was added, the solution was heated to 75° C. for 15 minutes, cooled to room temperature, filtered and dried to yield (R)-3-[(S)-(3,5-dichlorophenoxy)phenylmethyl]pyrrolidine as an HCl salt (10.5 g, >99% purity).

후처리

  1. customThe solvent was removed by rotary evaporation, EtOAc (200 mL)
  2. additionwas added
  3. customfollowed by removal of most of the solvent
  4. additionEtOAc (50 mL) was added
  5. temperaturethe solution was heated to 75° C. for 15 minutes
  6. temperaturecooled to room temperature
  7. filtrationfiltered
  8. customdried

출처 및 근거

ORD 기록
ord-38db1b31405844718fffd65fb27aac72
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933249B2

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