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Ethyl chloroformate → HCID 12811319、化合物

HRID 543497
ノート
印刷プレビュー

反応式

HRID 543497 の反応式
[H-].[Na+].[C:3]([O:7][C:8]([N:10]1[CH2:15][CH2:14][CH:13]([N:16]2[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=3[NH:18][C:17]2=[O:25])[CH2:12][CH2:11]1)=[O:9])([CH3:6])([CH3:5])[CH3:4].[CH2:26]([O:28][C:29](Cl)=[O:30])[CH3:27]>O1CCCC1>[C:3]([O:7][C:8]([N:10]1[CH2:15][CH2:14][CH:13]([N:16]2[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=3[N:18]([C:29]([O:28][CH2:26][CH3:27])=[O:30])[C:17]2=[O:25])[CH2:12][CH2:11]1)=[O:9])([CH3:6])([CH3:4])[CH3:5]
参加物反応条件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 10928Ethyl chloroformate2 回HCID 24758Sodium hydrideHCID 13046891tert-Butyl 4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidine-1-carboxylate

生成物 1

HCID 12811319HCID 12811319、化合物収率 88.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

A suspension of 165 mg of sodium hydride in 10 ml of tetrahydrofuran is cooled at 0° C. To the suspension is added dropwise a solution of 2.2 g of 1-t-butyloxycarbonyl-4-(2-keto-1-benzimidazolinyl)-piperidine in 18 ml of tetrahydrofuran over 30 minutes in a stream of nitrogen. The mixture is stirred at room temperature for 2 hours and 760 mg of ethoxycarbonylchloride is added. The mixture is stirred at room temperature for one hour and 300 mg of ethoxycarbonylchloride is added. The mixture is stirred for 12 hours. The reaction solution is put into ice and the resulting oily product is extracted with ethyl acetate. The extract is washed and dried. Ethyl acetate is distilled away and the resulting residue is recrystallized from n-hexane to obtain 2.4 g of 1-t-butyloxycarbonyl-4-(2-keto-3-ethoxycarbonyl-1-benzimidazolinyl)-piperidine.

後処理

  1. stirringThe mixture is stirred at room temperature for one hour
  2. stirringThe mixture is stirred for 12 hours
  3. extractionthe resulting oily product is extracted with ethyl acetate
  4. washThe extract is washed
  5. customdried
  6. distillationEthyl acetate is distilled away
  7. customthe resulting residue is recrystallized from n-hexane

出典と根拠

ORDレコード
ord-44e8fc68d597488387284bd27c5cffcb
出典データセット
uspto-grants-1984_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04446141

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート