Hydrochloric Acid → 2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl ester

HRID 34418

반응식

HRID 34418 반응식
C(OC[N:5]1[C:10]([CH3:11])=[C:9]([C:12]([OH:14])=[O:13])[CH:8]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([N+:21]([O-:23])=[O:22])[CH:16]=2)[C:7]([C:24]([O:26][CH3:27])=[O:25])=[C:6]1[CH3:28])C.Cl>CC(C)=O>[CH3:28][C:6]1[NH:5][C:10]([CH3:11])=[C:9]([C:12]([OH:14])=[O:13])[CH:8]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([N+:21]([O-:23])=[O:22])[CH:16]=2)[C:7]=1[C:24]([O:26][CH3:27])=[O:25]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 12602968(-)-1-Ethoxymethyl-2,6-dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-carboxy-1,4-dihydropyridine

생성물 1

HCID 1733222,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl ester

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

The resulting (-)-1-ethoxymethyl-2,6-dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-carboxy-1,4-dihydropyridine is then dissolved in acetone (100 mL), and treated with 1N HCl (20 mL) at room temperature for 1 h. The acetone is then removed, the residue taken up in water (20 mL), and the resulting mixture extracted with EtOAc. The ethyl acetate extract is washed with water, dried, and evaporated to yield (-)-2,6-dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-carboxy-1,4-dihydropyridine (12-(-), mp=196°-197° C., αD22 =-19.6°). The (+) isomer is similarly prepared (12-(+), mp=194°-195° C., αD22 =+19.1°).

후처리

  1. customThe acetone is then removed
  2. extractionthe resulting mixture extracted with EtOAc
  3. extractionThe ethyl acetate extract
  4. washis washed with water
  5. customdried
  6. customevaporated

출처 및 근거

ORD 기록
ord-466fb6c4ab7441e8a00eb8577f676e6a
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04761420

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