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

HRID 34418

反応式

HRID 34418 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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°).

後処理

  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

出典と根拠

ORDレコード
ord-466fb6c4ab7441e8a00eb8577f676e6a
出典データセット
uspto-grants-1988_08
特許番号
US04761420

関連ノート

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