Hydrochloric Acid → Idebenone acid

HRID 1248593노트

반응식

HRID 1248593 반응식
N(S([O-])(=O)=O)(S([O-])(=O)=[O:4])[O].[K+].[K+].[OH:13][C:14]1[C:19]([O:20][CH3:21])=[C:18]([O:22][CH3:23])[CH:17]=[C:16]([CH3:24])[C:15]=1[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][C:34]([OH:36])=[O:35].Cl>O.[OH-].[Na+].CC(C)=O>[CH3:21][O:20][C:19]1[C:14](=[O:13])[C:15]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][C:34]([OH:36])=[O:35])=[C:16]([CH3:24])[C:17](=[O:4])[C:18]=1[O:22][CH3:23]

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 3032624Potassium nitrosodisulfonateHCID 1290613810-(2-Hydroxy-3,4-dimethoxy-6-methylphenyl)decanoic acid

생성물 1

HCID 10020898Idebenone acid

시약·촉매·용매 3

HCID 180Acetone용매HCID 962Water용매HCID 14798Sodium Hydroxide용매

실험 절차

A solution of potassium nitrosodisulfonate (0.8 part) in water (10 volume parts) was added to a solution of 10-(2'-hydroxy-3',4'-dimethoxy-6'-methylphenyl)decanoic acid (formula II-2 wherein R=H3CO, X=H, Y=OH, n=8, in the free form) (0.097 part) in a mixture of 1% sodium hydroxide (0.67 volume part) and acetone (2 volume parts) and the mixture was stirred at room temperature for 2 hours. The reaction mixture was rendered acidic with dilute hydrochloric acid and extracted with diethyl ether. The extract was washed with water and dried, followed by evaporation to dryness. The procedure provided 2,3-dimethoxy-5-methyl-6-(9'-carboxynonyl)-1,4-benzoquinone (formula I-2 wherein R=H3CO, n=8, in the free form) (0.099 part) as orange-colored needles melting at 59°-60.5° C.

후처리

  1. extractionextracted with diethyl ether
  2. washThe extract was washed with water
  3. customdried
  4. customfollowed by evaporation to dryness

출처 및 근거

ORD 기록
ord-474df61643f44d509d91a7fc0f28d945
출처 데이터셋
uspto-grants-1985_06
특허 번호
US04525361

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