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

HRID 1460474ノート

反応式

HRID 1460474 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-24b2560581c74b028d7ea6d88a7e61f0
出典データセット
uspto-grants-1991_12
特許番号
US05071844

反応ノート

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