Hydrochloric Acid → HCID 22329311、化合物

HRID 587054ノート

反応式

HRID 587054 の反応式
[Br:1][C:2]1[CH:17]=[CH:16][C:5]([N:6]([CH:13]([CH3:15])[CH3:14])[CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[C:4]([CH:18]=O)[CH:3]=1.[C:20](=O)([O-])[O-].[K+].[K+].CI.C(=O)(OC)OC.C[O-].[Na+].CO.Cl>CN(C=O)C>[Br:1][C:2]1[CH:17]=[CH:16][C:5]2[N:6]([CH:13]([CH3:15])[CH3:14])[CH2:7][CH2:8][C:9]([C:10]([O:12][CH3:20])=[O:11])=[CH:18][C:4]=2[CH:3]=1

参加物

8

反応物 6

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 12021Dimethyl CarbonateHCID 15552091HCID 15552091、化合物HCID 23694274Sodium methanolate methanol

生成物 1

HCID 22329311HCID 22329311、化合物収率 56.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In DMF (4.5 ml) was dissolved 4-(4-bromo-2-formylisopropylanilino)butyric acid (0.9 g). To the solution was added potassium carbonate (0.49 g), followed by addition of methyl iodide (0.2 ml) and stirring at room temperature 1 hour. To the mixture was added dimethyl carbonate (9 ml), followed by addition of a 28% sodium methoxide/methanol solution (1.27 g) and stirring at 50° C. for 1 hour. After cooled to room temperature, the mixture was neutralized with 2N hydrochloric acid, and extracted with ethyl acetate. The extract was washed with saturated brine and dried with magnesium sulfate. The solvent was removed under reduced pressure, and the resulting residue was purified with silica gel column chromatography (hexane/ethyl acetate=20/1→6/1) to give methyl 7-bromo-1-isopropyl-2,3-dihydro-1-benzazepine-4-carboxylate (0.50 g).

後処理

  1. stirringstirring at 50° C. for 1 hour
  2. temperatureAfter cooled to room temperature
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with saturated brine
  5. dry with materialdried with magnesium sulfate
  6. customThe solvent was removed under reduced pressure
  7. customthe resulting residue was purified with silica gel column chromatography (hexane/ethyl acetate=20/1→6/1)

出典と根拠

ORDレコード
ord-194fd2e65e694fb1890cdcc08b8562fd
出典データセット
uspto-grants-2005_08
特許番号
US06936602B1

反応ノート

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