Dichloromethane → HCID 86595065、化合物

HRID 987277ノート

反応式

HRID 987277 の反応式
FC(F)(F)C(O)=O.C([O:10][C:11](=[O:40])[C@@H:12]([O:37][CH2:38][CH3:39])[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([NH:29]C(OC(C)(C)C)=O)=[CH:25][CH:24]=2)=[CH:16][CH:15]=1)C.[Cl:41]CCl>>[ClH:41].[NH2:29][C:26]1[CH:25]=[CH:24][C:23]([CH2:22][CH2:21][O:20][C:17]2[CH:18]=[CH:19][C:14]([CH2:13][C@H:12]([O:37][CH2:38][CH3:39])[C:11]([OH:40])=[O:10])=[CH:15][CH:16]=2)=[CH:28][CH:27]=1

参加物

4

反応物 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 118125123-{4-[2-(4-tert-butoxycarbonylaminophenyl)ethoxy]phenyl}-(S)-2-ethoxypropanoic acid ethyl ester

生成物 1

HCID 86595065HCID 86595065、化合物収率 96.5%

実験手順

Trifluoroacetic acid (12 ml; 0.0706 mole) was added to a solution of 3-{4-[2-(4-tert-butoxycarbonylaminophenyl)ethoxy]phenyl}-(S)-2-ethoxypropanoic acid ethyl ester (30 g; 0.065 mole) in dichloromethane (150 ml). The reaction mixture was stirred over night at room temperature and then washed three times with water. The organic phase was dried with magnesium sulfate and evaporated. 1H-NMR of the product showed a mixture of product and starting material. The crude product (27.3 g) was redissolved in ethyl acetate, ethyl acetate saturated with hydrochloric acid (500 ml) was added and the mixture was stirred over night at room temperature. Evaporation gave 24.7 g (96.5% yield) of 3-{4-[2-(4-aminophenyl)ethoxy]phenyl}-(S)-2-ethoxypropanoic acid hydro chloride.

後処理

  1. washwashed three times with water
  2. dry with materialThe organic phase was dried with magnesium sulfate
  3. customevaporated
  4. additiona mixture of product
  5. dissolutionThe crude product (27.3 g) was redissolved in ethyl acetate
  6. additionethyl acetate saturated with hydrochloric acid (500 ml) was added
  7. stirringthe mixture was stirred over night at room temperature
  8. customEvaporation

出典と根拠

ORDレコード
ord-0afa3de3ded24d77b7b724fc7f0e29dc
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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