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Formic Acid → 3-(2-Cyanoethoxy)carbonyl-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl) pyridine-5-carboxylic acid

HRID 322177
ノート
印刷プレビュー

反応式

HRID 322177 の反応式
C([O:8][C:9]([C:11]1[CH:16]([C:17]2[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][CH:18]=2)[C:15]([C:26]([O:28][CH2:29][CH2:30][C:31]#[N:32])=[O:27])=[C:14]([CH3:33])[NH:13][C:12]=1[CH3:34])=[O:10])C1C=CC=CC=1.C(O)=O>C(Cl)(Cl)Cl.[Pd]>[C:31]([CH2:30][CH2:29][O:28][C:26]([C:15]1[CH:16]([C:17]2[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][CH:18]=2)[C:11]([C:9]([OH:10])=[O:8])=[C:12]([CH3:34])[NH:13][C:14]=1[CH3:33])=[O:27])#[N:32]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 284Formic AcidHCID 107188283-Benzyloxycarbonyl-5-(2-cyanoethoxy)carbonyl-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)pyridine

生成物 1

HCID 104994373-(2-Cyanoethoxy)carbonyl-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl) pyridine-5-carboxylic acid

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 6212Chloroform溶媒

実験手順

A solution of 3-benzyloxycarbonyl-5-(2-cyanoethoxy)carbonyl-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)pyridine (3.24 g, 7.02 mmol) in 160 ml of 4.4%(w/w) formic acid/NeOH mixture was stirred with Pd/C (10%, 3.24 g) for 30 min., the reaction was quenched by addition of 10 ml of CHCl3. The mixture was filtered and concentrated to give a yellow powder, which was dissolved in CHCl3 (100 ml), washed with water (25 ml) and aqueous 1N HCl (25 ml). After drying (Na2SO4) and evaporation of solvent, 3-(2-cyanoethoxy)carbonyl-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)pyridine-5-carboxylic acid was obtained as a yellow powder (1.94 g, 75%).

後処理

  1. customthe reaction was quenched by addition of 10 ml of CHCl3
  2. filtrationThe mixture was filtered
  3. concentrationconcentrated
  4. customto give a yellow powder, which
  5. washwashed with water (25 ml) and aqueous 1N HCl (25 ml)
  6. customAfter drying
  7. custom(Na2SO4) and evaporation of solvent

出典と根拠

ORDレコード
ord-4dc4f477863b4d67826d6ec7812d3181
出典データセット
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06211198B1

反応ノート

読み込み中…

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