Lithium Hydroxide → HCID 86595065、化合物

HRID 987295ノート

反応式

HRID 987295 の反応式
[ClH:1].C([O:4][C:5](=[O:27])[C@@H:6]([O:24][CH2:25][CH3:26])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=2)=[CH:10][CH:9]=1)C.[OH-].[Li+]>O1CCCC1.O>[ClH:1].[NH2:23][C:20]1[CH:19]=[CH:18][C:17]([CH2:16][CH2:15][O:14][C:11]2[CH:12]=[CH:13][C:8]([CH2:7][C@H:6]([O:24][CH2:25][CH3:26])[C:5]([OH:27])=[O:4])=[CH:9][CH:10]=2)=[CH:22][CH:21]=1

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 86595066HCID 86595066、化合物

生成物 1

HCID 86595065HCID 86595065、化合物収率 41.7%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

Water (200 ml) was added to a solution of 3-{4-[2-(4-aminophenyl)ethoxy]phenyl}-(S)-2-ethoxypropanoic acid ethyl ester hydro chloride (described in Example 41b) (15 g; 42 mmole) in tetrahydrofuran (100 ml). Lithium hydroxide (3.4 g; 84 mmole) dissolved in a small amount of water was added while stirring and then the reaction mixture was stirred at room temperature over night. Tetrahydrofuran was evaporated and the remaining residue was extracted twice with ethyl acetate. The water phase was acidified with hydrochloric acid (2 M) and extracted with ethyl acetate. The organic phase was dried with magnesium sulfate. Evaporation gave 6.4 g of 3-{4-[2-(4-aminophenyl)ethoxy]phenyl}-(S)-2-ethoxypropanoic acid hydro chloride. The acidic water phase, from above, was neutralized with sodium hydroxide to pH5 and extracted with dichloromethane. The organic phase was dried with magnesium sulfate and evaporated. This procedure gave 1.4 g more of the desired product. The total yield of 3-{4-[2-(4-aminophenyl)ethoxy]phenyl}-(S)-2-ethoxypropanoic acid hydro chloride was 7.8 g (50.8%).

後処理

  1. additionwas added
  2. stirringthe reaction mixture was stirred at room temperature over night
  3. customTetrahydrofuran was evaporated
  4. extractionthe remaining residue was extracted twice with ethyl acetate
  5. extractionextracted with ethyl acetate
  6. dry with materialThe organic phase was dried with magnesium sulfate
  7. customEvaporation

出典と根拠

ORDレコード
ord-cc444ba008414a1fb08ad4195cafa932
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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