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

HRID 265195노트

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HRID 265195 반응식
[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

참가 물질

6

반응물 4

HCID 3776Isopropanol2회HCID 109204432-Propanol, sodium salt (1:1)HCID 70219750Diethyl 1-benzyl-2-bromo-methylimidazole-4,5-dicarboxylateHCID 178467660HCID 178467660, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-657bbfbc481d4e45bfff33b9bbc848e1
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05646171

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