Lithium Hydroxide → HCID 86595065, 화합물

HRID 987295노트

반응식

HRID 987295 반응식
[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

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 86595066HCID 86595066, 화합물

생성물 1

HCID 86595065HCID 86595065, 화합물수율 41.7%

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-cc444ba008414a1fb08ad4195cafa932
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06630600B1

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