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3,4-Dichlorobenzyl chloride → 2-(3,4-Dichlorobenzyl)-1,2-dihydro-3-methyl-1-oxo-4-isoquinoline Acetic Acid

HRID 894391
ノート
印刷プレビュー

反応式

HRID 894391 の反応式
[H-].[Na+].[CH3:3][C:4]1[NH:5][C:6](=[O:18])[C:7]2[C:12]([C:13]=1[CH2:14][C:15]([OH:17])=[O:16])=[CH:11][CH:10]=[CH:9][CH:8]=2.[Cl:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][C:27]=1[Cl:28])[CH2:23]Cl>CN(C)C=O>[Cl:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][C:27]=1[Cl:28])[CH2:23][N:5]1[C:4]([CH3:3])=[C:13]([CH2:14][C:15]([OH:17])=[O:16])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]1=[O:18]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 76093,4-Dichlorobenzyl chlorideHCID 24758Sodium hydrideHCID 127155091,2-Dihydro-3-methyl-1-oxo-4-isoquinoline Acetic Acid

生成物 1

HCID 127155122-(3,4-Dichlorobenzyl)-1,2-dihydro-3-methyl-1-oxo-4-isoquinoline Acetic Acid

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

Sodium hydride (48 mg., 2.0 mmol) (Ventron, washed free of mineral oil with hexane) and 2 ml. dimethylformamide were reacted with 1,2-dihydro-3-methyl-1-oxo-4-isoquinoline acetic acid (217 mg., 1.0 mmol). After homogeneity was observed, 3,4-dichlorobenzyl chloride (196 mg., 1.0 mmol) in 1 ml. dimethylformamide was added. The mixture was heated at 110° for 3 hr, cooled and partitioned between hydrochloric acid and ethyl acetate. The crude product obtained from the organic layer after several aqueous washings, drying over magnesium sulfate, filtration, and vacuum evaporation was column chromatographed on silica gel with ethyl acetate; 104 mg., 28%, mp 218°-220°.

後処理

  1. temperatureThe mixture was heated at 110° for 3 hr
  2. temperaturecooled
  3. custompartitioned between hydrochloric acid and ethyl acetate

出典と根拠

ORDレコード
ord-20d21f62612741e2a9455abbb68e36e2
出典データセット
uspto-grants-1981_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04283539

反応ノート

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