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Lithium hydroxide, monohydrate → 1-[(2'-t-Butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid

HRID 265045
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HRID 265045 반응식
O.[OH-].[Li+].[C:4]([O:8][C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[C:17]1[CH:22]=[CH:21][C:20]([CH2:23][N:24]2[C:28]([C:29]([O:31]CC)=[O:30])=[C:27]([C:34]([OH:37])([CH3:36])[CH3:35])[N:26]=[C:25]2[CH2:38][CH2:39][CH3:40])=[CH:19][CH:18]=1)=[O:10])([CH3:7])([CH3:6])[CH3:5]>O.O1CCOCC1>[C:4]([O:8][C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[C:17]1[CH:22]=[CH:21][C:20]([CH2:23][N:24]2[C:28]([C:29]([OH:31])=[O:30])=[C:27]([C:34]([OH:37])([CH3:36])[CH3:35])[N:26]=[C:25]2[CH2:38][CH2:39][CH3:40])=[CH:19][CH:18]=1)=[O:10])([CH3:7])([CH3:6])[CH3:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 10625404Ethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate

생성물 1

HCID 106244931-[(2'-t-Butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid수율 83%

시약·촉매·용매 2

HCID 962Water용매
HCID 31275
1,4-Dioxane
용매

실험 절차

A solution of 4.8 g of lithium hydroxide monohydrate in 100 ml of water was added to a solution of 11.6 g of ethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate [prepared as described in step (a) above] in 60 ml of dioxane, and the resulting mixture was stirred at room temperature for 16 hours. The dioxane was removed by distillation under reduced pressure, and then the concentrate was mixed with ice-water and with ethyl acetate, after which 114 ml of 1N aqueous hydrochloric acid were added. The ethyl acetate layer was separated, dried over anhydrous magnesium sulfate and freed from the solvent by distillation under reduced pressure. The crystalline residue was triturated in diisopropyl ether and collected by filtration co give 9.09 g of the title compound, melting at 155°-157° C.

후처리

  1. customThe dioxane was removed by distillation under reduced pressure
  2. additionthe concentrate was mixed with ice-water and with ethyl acetate
  3. additionafter which 114 ml of 1N aqueous hydrochloric acid were added
  4. customThe ethyl acetate layer was separated
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationfreed from the solvent by distillation under reduced pressure
  7. customThe crystalline residue was triturated in diisopropyl ether
  8. filtrationcollected by filtration co

출처 및 근거

ORD 기록
ord-07bee51ef3b945648ed758061c64e391
출처 데이터셋
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05646171

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