Ammonia → (S)-(+)-N,N-Dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine

HRID 2388362

반응식

HRID 2388362 반응식
C([C@@](C(O)=O)(O)[C@@](C(=O)C1C=CC(OC)=CC=1)(O)C(O)=O)(=O)C1C=CC(OC)=CC=1.[CH3:31][N:32]([CH3:52])[CH2:33][CH2:34][C@H:35]([O:41][C:42]1[C:51]2[C:46](=[CH:47][CH:48]=[CH:49][CH:50]=2)[CH:45]=[CH:44][CH:43]=1)[C:36]1[S:37][CH:38]=[CH:39][CH:40]=1.O.N>ClCCl>[CH3:52][N:32]([CH3:31])[CH2:33][CH2:34][C@H:35]([O:41][C:42]1[C:51]2[C:46](=[CH:47][CH:48]=[CH:49][CH:50]=2)[CH:45]=[CH:44][CH:43]=1)[C:36]1[S:37][CH:38]=[CH:39][CH:40]=1

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 962WaterHCID 131729950(s)-n,n-Dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine di-p-anisoyl-l-tartarate salt

생성물 1

HCID 9818212(S)-(+)-N,N-Dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The (S)—N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine di-p-anisoyl-L-tartarate salt (9a) (100 gm) was added to biphasic solvent mixture of water (500 ml) and dichloromethane (250 ml). To the slurry aqueous ammonia was added to adjust the pH to 10.8 and stirred further for 15-30 minutes. Organic layer was separated, washed with water, brine and concentrated to get thick oily mass of (S)-(+)-N,N-dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine (6a). Yield: 44 gm.

후처리

  1. customOrganic layer was separated
  2. washwashed with water, brine
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-be9844340aca479bb9f7311c5480e66c
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08269023B2

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