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Hydrochloric Acid → Ethyl 3-[4-(6-Fluoro-1,2-benzisothiazol-3-yl)-1-piperidinyl]propionate hydrochloride

HRID 55660
ノート
印刷プレビュー

反応式

HRID 55660 の反応式
[F:1][C:2]1[CH:16]=[CH:15][C:5]2[C:6]([CH:9]3[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]3)=[N:7][S:8][C:4]=2[CH:3]=1.Br[CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21].C([O-])([O-])=O.[K+].[K+].[ClH:31]>CCOCC.CCOC(C)=O.O.CC#N>[ClH:31].[F:1][C:2]1[CH:16]=[CH:15][C:5]2[C:6]([CH:9]3[CH2:10][CH2:11][N:12]([CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:13][CH2:14]3)=[N:7][S:8][C:4]=2[CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 68320Ethyl 3-bromopropionateHCID 185049766-Fluoro-3-(4-piperidinyl)-1,2-benzisothiazole

生成物 1

HCID 18467248Ethyl 3-[4-(6-Fluoro-1,2-benzisothiazol-3-yl)-1-piperidinyl]propionate hydrochloride収率 64%

試薬・触媒・溶媒 4

HCID 962
Water
溶媒
HCID 3283Diethyl Ether溶媒
HCID 6342Acetonitrile溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisothiazole (6.0 g, 25 mmol), ethyl 3-bromopropionate (4.5 g, 25 mmol), K2CO3 (3.5 g) and CH3CN (100 ml) was stirred and refluxed for 16 hours. The reaction was poured into H2O, and after extractive workup with EtOAc, 6.0 g of an orange oil was realized. The oil was dissolved in Et2O and ethereal HCl was added to precipitate 6.3 g of a white hydrochloride salt. The salt was recrystallized from CH3CN to yield 6.0 g (64%) of the desired compound. An analytical sample was obtained by recrystallization of a 1.0 g sample from EtOH--Et2O to yield 0.8 g of a white solid, m.p.=197°-199° C.

後処理

  1. temperaturerefluxed for 16 hours
  2. customto precipitate 6.3 g of a white hydrochloride salt
  3. customThe salt was recrystallized from CH3CN

出典と根拠

ORDレコード
ord-c372fc15dab740d59d4d972839daced0
出典データセット
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05624927

反応ノート

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