Ethylene Glycol → HCID 11175806、化合物

反応式

C(C[C@@H:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]([S:15]([C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=2)(=[O:17])=[O:16])[CH2:7][CH2:6][CH2:5]1)#N.[OH-:25].[K+].Cl.[CH2:28]([OH:31])[CH2:29]O>>[C:28]([CH2:29][C@@H:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]([S:15]([C:18]2[CH:19]=[CH:20][C:21]([CH3:24])=[CH:22][CH:23]=2)(=[O:17])=[O:16])[CH2:7][CH2:6][CH2:5]1)([OH:31])=[O:25]

参加物

反応物 4

HCID 174Ethylene Glycol

HCID 313Hydrochloric Acid

HCID 14797Potassium Hydroxide

HCID 54536415HCID 54536415、化合物

生成物 1

HCID 11175806HCID 11175806、化合物

反応条件

温度: 172.5 °C

実験手順

A mixture of (5R)-5-cyanomethyl-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-benzazepine (102 mg), potassium hydroxide (84 mg) and ethylene glycol (2 ml) is heated with stirring at 170-175° C. for 6 hours. The reaction solution is acidified with conc. hydrochloric acid, extracted with ethyl acetate, dried over sodium sulfate, and the resulting residue is purified by silica gel column chromatography (solvent; dichloromethane:methanol;=9:1) to give (5R)-5-carboxymethyl-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-benzazepine (108 mg).

後処理

temperatureis heated
extractionextracted with ethyl acetate
dry with materialdried over sodium sulfate
customthe resulting residue is purified by silica gel column chromatography (solvent; dichloromethane:methanol;=9:1)

出典と根拠

ORDレコード: ord-e5c9740fac2a4717bd12972ee673e2bd
出典データセット: uspto-grants-2000_08
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US06096736

反応ノート

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