Salicylic Acid → (S)-5,11-Dihydro-5-[1-(4-methoxyphenethyl)-2-pyrrolidinylmethyl]dibenzo[b,e][1,4]thiazepine salicylate

HRID 1460474노트

반응식

HRID 1460474 반응식
[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[CH3:11][O:12][C:13]1[CH:41]=[CH:40][C:16]([CH2:17][CH2:18][N:19]2[CH2:23][CH2:22][CH2:21][C@H:20]2[CH2:24][N:25]2[C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=3[CH2:29][S:28][C:27]3[CH:36]=[CH:37][CH:38]=[CH:39][C:26]2=3)=[CH:15][CH:14]=1>CCOCC>[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[CH3:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([CH2:17][CH2:18][N:19]2[CH2:23][CH2:22][CH2:21][C@H:20]2[CH2:24][N:25]2[C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=3[CH2:29][S:28][C:27]3[CH:36]=[CH:37][CH:38]=[CH:39][C:26]2=3)=[CH:40][CH:41]=1

참가 물질

4

반응물 2

HCID 338Salicylic AcidHCID 9824029(S)-5,11-Dihydro-5-[1-(4-methoxyphenethyl)-2-pyrrolidinylmethyl]dibenzo[b,e][1,4]thiazepine

생성물 1

HCID 67836566(S)-5,11-Dihydro-5-[1-(4-methoxyphenethyl)-2-pyrrolidinylmethyl]dibenzo[b,e][1,4]thiazepine salicylate수율 71.3%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

A solution of salicylic acid (800 mg) in ether (5 ml) was added to a solution of (S)-5,11-dihydro-5-[1-(4-methoxyphenethyl)-2-pyrrolidinylmethyl]dibenzo[b,e][1,4]thiazepine (see Examples 1 and 6) (2.50 g) in ether (10 ml) and the mixture was stirred at room temperature for 16 hours. The resulting precipitate was collected, dried and recrystallised from isopropyl acetate to give the title compound as colourless crystals, (2.35 g, 71%), m.p. 150°-151° C., [α]589 -40.6° (c=0.695 in ethanol).

후처리

  1. customThe resulting precipitate was collected
  2. customdried
  3. customrecrystallised from isopropyl acetate

출처 및 근거

ORD 기록
ord-24b2560581c74b028d7ea6d88a7e61f0
출처 데이터셋
uspto-grants-1991_12
특허 번호
US05071844

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