Lithium hydroxide, monohydrate → 3-{4-[2-(4-tert-Butoxycarbonylaminophenyl)ethoxy]phenyl}-2-ethoxypropanoic acid

HRID 987153ノート

反応式

HRID 987153 の反応式
O.[OH-].[Li+].[C:4]([O:8][C:9]([NH:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][O:20][C:21]2[CH:26]=[CH:25][C:24]([CH2:27][CH:28]([O:34][CH2:35][CH3:36])[C:29]([O:31]CC)=[O:30])=[CH:23][CH:22]=2)=[CH:14][CH:13]=1)=[O:10])([CH3:7])([CH3:6])[CH3:5]>O.C1COCC1>[C:4]([O:8][C:9]([NH:11][C:12]1[CH:13]=[CH:14][C:15]([CH2:18][CH2:19][O:20][C:21]2[CH:22]=[CH:23][C:24]([CH2:27][CH:28]([O:34][CH2:35][CH3:36])[C:29]([OH:31])=[O:30])=[CH:25][CH:26]=2)=[CH:16][CH:17]=1)=[O:10])([CH3:7])([CH3:6])[CH3:5]

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 22988408Ethyl 3-(4-[2-(4-tert-butoxycarbonylaminophenyl)ethoxy]phenyl}-2-ethoxypropanoate

生成物 1

HCID 229884463-{4-[2-(4-tert-Butoxycarbonylaminophenyl)ethoxy]phenyl}-2-ethoxypropanoic acid収率 98.7%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Lithium hydroxide hydrate (77 mg; 1.85 mmole) in water (5.5 ml) was slowly added to a solution of ethyl 3-(4-[2-(4-tert-butoxycarbonylaminophenyl)ethoxy]phenyl}-2-ethoxypropanoate (0.77 g; 1.68 mmole) in THF (7.6 ml). After stirring at room temperature for 4 hours the reaction mixture was kept in a freezer for 4 days. THF was removed by evaporation in vacuo. More water was added and the mixture was acidified with hydrochloric acid to pH 1. The product was extracted with ethyl acetate, washed twice with water, dried (sodium sulfate), filtered and the solvent was evaporated in vacuo to give 0.712 g (98.7% yield) of the desired product.

後処理

  1. waitwas kept in a freezer for 4 days
  2. customTHF was removed by evaporation in vacuo
  3. additionMore water was added
  4. extractionThe product was extracted with ethyl acetate
  5. washwashed twice with water
  6. dry with materialdried (sodium sulfate)
  7. filtrationfiltered
  8. customthe solvent was evaporated in vacuo

出典と根拠

ORDレコード
ord-f934326fc18341edb135261e10c20f5b
出典データセット
uspto-grants-2003_10
特許番号
US06630509B2

反応ノート

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