Lithium hydroxide, monohydrate → 2-Ethoxy-3-[4-(2-{4-methylsulfonyloxyphenyl}ethoxy)-2-nitropheny]propanoic acid

HRID 987268ノート

反応式

HRID 987268 の反応式
C[O:2][C:3](=[O:32])[CH:4]([O:29][CH2:30][CH3:31])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][S:22]([CH3:25])(=[O:24])=[O:23])=[CH:17][CH:16]=2)=[CH:8][C:7]=1[N+:26]([O-:28])=[O:27].O.[OH-].[Li+]>O1CCCC1.O>[CH2:30]([O:29][CH:4]([CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][S:22]([CH3:25])(=[O:24])=[O:23])=[CH:17][CH:16]=2)=[CH:8][C:7]=1[N+:26]([O-:28])=[O:27])[C:3]([OH:32])=[O:2])[CH3:31]

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 571861342-Ethoxy-3-[4-(2-{4-methylsulfonyloxyphenyl}ethoxy)-2-nitrophenyl]propanoic acid methyl ester

生成物 1

HCID 229886802-Ethoxy-3-[4-(2-{4-methylsulfonyloxyphenyl}ethoxy)-2-nitropheny]propanoic acid収率 93%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

2-Ethoxy-3-[4-(2-{4-methylsulfonyloxyphenyl}ethoxy)-2-nitrophenyl]propanoic acid methyl ester (described in Example 35) (0.8 g; 1.71 mmole) was dissolved in tetrahydrofuran (8 ml). A solution of lithium hydroxide monohydrate (0.086 g; 2.05 mmole) in water (8 ml) was added under stirring. The reaction mixture was stirred at room temperature for 5 hours and then evaporated to remove tetrahydrofuran. The residue was extracted with diethyl ether, acidified to pH˜3 with hydrochloric acid (10%) and extracted with ethyl acetate. The organic phase was washed with water and brine, dried with magnesium sulfate. The solvent was removed and 0.72 g (93% yield) of 2-ethoxy-3-[4-(2-{4-methylsulfonyloxyphenyl}ethoxy)-2-nitropheny]propanoic acid was obtained.

後処理

  1. stirringThe reaction mixture was stirred at room temperature for 5 hours
  2. customevaporated
  3. customto remove tetrahydrofuran
  4. extractionThe residue was extracted with diethyl ether
  5. extractionextracted with ethyl acetate
  6. washThe organic phase was washed with water and brine
  7. dry with materialdried with magnesium sulfate
  8. customThe solvent was removed

出典と根拠

ORDレコード
ord-294ea424d0564700b3db5de53f1bf708
出典データセット
uspto-grants-2003_10
特許番号
US06630600B1

反応ノート

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