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Benzyl Alcohol → (+)-4,5-dihydro-3-phenyl-1H-pyrazole-5-carboxylic acid, phenylmethyl ester, hydrochloride

HRID 1757938
ノート
印刷プレビュー

反応式

HRID 1757938 の反応式
[C:1]1([C:7]2[CH2:11][CH:10]([C:12]([OH:14])=[O:13])[NH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:17])=O.[CH2:19](O)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[ClH:17].[C:1]1([C:7]2[CH2:11][CH:10]([C:12]([O:14][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:13])[NH:9][N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 3

HCID 244Benzyl Alcohol2 回HCID 24386Thionyl Chloride2 回HCID 131023953-Phenyl-4,5-dihydro-1H-pyrazole-5-carboxylic acid

生成物 1

HCID 131712948(+)-4,5-dihydro-3-phenyl-1H-pyrazole-5-carboxylic acid, phenylmethyl ester, hydrochloride

実験手順

20 g. of (+)-4,5-Dihydro-3-phenyl-1H-pyrazole-5-carboxylic acid is added at room temperature to a solution of 25 g. of thionyl chloride in 150 ml. of benzyl alcohol (prepared by adding the thionyl chloride to the benzyl alcohol at -5°) and allowed to stir for 48 hours. Hydrochloric acid is removed in vacuo and the remaining solution is poured into 250 ml. of anhydrous ether. The separated product is collected, washed with fresh ether, and dried to give (+)-4,5-dihydro-3-phenyl-1H-pyrazole-5-carboxylic acid, phenylmethyl ester, hydrochloride (1:1).

後処理

  1. customHydrochloric acid is removed in vacuo
  2. additionthe remaining solution is poured into 250 ml
  3. customThe separated product is collected
  4. washwashed with fresh ether
  5. customdried

出典と根拠

ORDレコード
ord-adb25937e10644de89fd6f8aefac0f6d
出典データセット
uspto-grants-1983_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04371526

反応ノート

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