Hydrochloric Acid → Seratrodast

HRID 2254351

반응식

HRID 2254351 반응식
[OH:1][C:2]1[C:7]([CH3:8])=[C:6]([CH3:9])[CH:5]=[C:4]([CH3:10])[C:3]=1[CH:11]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18].Cl.[OH2:27]>C(#N)C.N.N(S([O-])(=O)=O)(S([O-])(=O)=O)[O].[K+].[K+]>[CH3:10][C:4]1[C:5](=[O:27])[C:6]([CH3:9])=[C:7]([CH3:8])[C:2](=[O:1])[C:3]=1[CH:11]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18]

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 145139667-(2-Hydroxy-3,4,6-trimethylphenyl)-7-phenylheptanoic acid

생성물 1

HCID 2449Seratrodast수율 94.1%

시약·촉매·용매 3

HCID 222Ammonia용매HCID 6342Acetonitrile용매HCID 3032624Potassium nitrosodisulfonate용매

실험 절차

7-(2-hydroxy-3,4,6-trimethylphenyl)-7-phenylheptanoic acid (5.0 g) was dissolved in a mixed solution of acetonitrile (25 ml), water (10 ml) and 25% aqueous ammonia (1 ml), to which 3% aqueous solution (280 ml) of potassium nitrosodisulfonate (Fremy's salt) was added. The mixture was stirred at a temperature of 2° to 4° C. for 2 hours. The reaction mixture was acidified with hydrochloric acid, followed by extraction with ethyl acetate. The ethyl acetate layer was washed with water twice. Ethyl acetate was distilled off under reduced pressure, and the residue was recrystalized from a mixed solution of acetonitrile and water (6:4) to give 7-(3,5,6-trimethyl-1,4-benzoquinone-2-yl)-7-phenylheptanoic acid (4.90 g, 94.1%) as yellow crystals.

후처리

  1. additionwas added
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe ethyl acetate layer was washed with water twice
  4. distillationEthyl acetate was distilled off under reduced pressure
  5. customthe residue was recrystalized from a mixed solution of acetonitrile and water (6:4)

출처 및 근거

ORD 기록
ord-f36bdf47dde04005bcac95d3661a57ff
출처 데이터셋
uspto-grants-1993_08
특허 번호
US05235091

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