Hydrochloric Acid → Seratrodast

HRID 2254351

反応式

HRID 2254351 の反応式
[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]

参加物

7

反応物 3

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

生成物 1

HCID 2449Seratrodast収率 94.1%

試薬・触媒・溶媒 3

HCID 222Ammonia溶媒HCID 6342Acetonitrile溶媒HCID 3032624Potassium nitrosodisulfonate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-f36bdf47dde04005bcac95d3661a57ff
出典データセット
uspto-grants-1993_08
特許番号
US05235091

関連ノート

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