Isopropanol → Diisopropyl 1-benzyl-2-isopropoxymethylimidazole-4,5-dicarboxylate

HRID 265195ノート

反応式

HRID 265195 の反応式
[CH2:1]([N:8]1[C:12]([C:13]([O:15]CC)=O)=[C:11]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[NH:10][C:9]1([CH3:24])Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:25][CH:26]([CH3:28])[O-:27].[Na+].[OH:30][C:31](C1N=C(COCC)NC=1C(OCC)=O)([CH3:33])[CH3:32].[CH:48](O)(C)C>O1CCCC1>[CH2:1]([N:8]1[C:12]([C:13]([O:27][CH:26]([CH3:28])[CH3:25])=[O:15])=[C:11]([C:18]([O:20][CH:21]([CH3:22])[CH3:48])=[O:19])[N:10]=[C:9]1[CH2:24][O:30][CH:31]([CH3:33])[CH3:32])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 3776Isopropanol2 回HCID 109204432-Propanol, sodium salt (1:1)HCID 70219750Diethyl 1-benzyl-2-bromo-methylimidazole-4,5-dicarboxylateHCID 178467660HCID 178467660、化合物

生成物 1

HCID 19036288Diisopropyl 1-benzyl-2-isopropoxymethylimidazole-4,5-dicarboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 5.19 g of diethyl 1-benzyl-2-bromomethylimidazole-4,5-dicarboxylate [prepared as described in Preparation 42(ii)] in 20 ml of isopropanol and 25 ml of tetrahydrofuran was added dropwise to a solution of sodium isopropoxide in isopropanol (prepared from 0.77 g of sodium and 100 ml of isopropanol), and then, the resulting mixture was heated under reflux for 5 hours. The reaction solution was then treated following a procedure similar to that described in Preparation 42 (iii). The residue was purified by column chromatography through silica gel, using a 3:2 by volume mixture of hexane and ethyl acetate as the eluent, to give 1.47 g of the title compound as a syrup.

後処理

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 5 hours
  3. additionThe reaction solution was then treated
  4. customThe residue was purified by column chromatography through silica gel
  5. additionby volume mixture of hexane and ethyl acetate as the eluent

出典と根拠

ORDレコード
ord-657bbfbc481d4e45bfff33b9bbc848e1
出典データセット
uspto-grants-1997_07
特許番号
US05646171

反応ノート

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