Hydrochloric Acid → Hydrochloric Acid

HRID 1364993ノート

反応式

HRID 1364993 の反応式
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]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 702Ethanol2 回HCID 6367Acetyl chlorideHCID 66924546(R)-3-[(S)-(3,5-dichlorophenoxy)phenylmethyl]pyrrolidine-1-carboxylic acid t-butyl ester

生成物 2

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

実験手順

(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).

後処理

  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

出典と根拠

ORDレコード
ord-cb8ac73be3e34d12a432e1b971821a1d
出典データセット
uspto-grants-2011_02
特許番号
US07888386B2

反応ノート

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