Acetic Acid → methyl 7-bromo-1-butyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate

HRID 586917ノート

反応式

HRID 586917 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][CH2:10][CH2:9][C:8]([C:12]([O:14][CH3:15])=[O:13])=[CH:7][C:6]=2[CH:16]=1.[C:17](O)(=O)[CH3:18].[C:21](O[BH-](OC(=O)C)OC(=O)C)(=O)[CH3:22].[Na+].C(=O)([O-])O.[Na+]>CCOCCOC1C=CC(C2C=CC3N(C=O)CCC(C(NC4C=CC(CN(C)C5CCOCC5)=CC=4)=O)=CC=3C=2)=CC=1F.O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH2:21][CH2:22][CH2:17][CH3:18])[CH2:10][CH2:9][C:8]([C:12]([O:14][CH3:15])=[O:13])=[CH:7][C:6]=2[CH:16]=1

参加物

7

反応物 4

HCID 176Acetic AcidHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 22328963Methyl 7-bromo-2,3-dihydro-1H-1-benzazepine-4-carboxylate

生成物 1

HCID 22329329methyl 7-bromo-1-butyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 22329144HCID 22329144、化合物溶媒

実験手順

In 1,2-dichloroethane (20) were dissolved methyl 7-bromo-2,3-dihydro-1H-1-benzazepine-4-carboxylate (1.0 g), n-butylaldehyde (1.3 ml) and acetic acid (0.41 ml), and to the solution was added sodium triacetoxyborohydride (3.8 g). The mixture was stirred at room temperature overnight, poured into water, neutralized with sodium hydrogen carbonate solution and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried with anhydrous magnesium sulfate. The solvent was evaporated and the residue was purified with silica gel column chromatography (ethyl acetate/hexane) to give methyl 7-bromo-1-butyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate (0.9 g) as pale yellow oil.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water and saturated brine
  3. dry with materialdried with anhydrous magnesium sulfate
  4. customThe solvent was evaporated
  5. customthe residue was purified with silica gel column chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-6096d3a84de94e6298e7547120acbc10
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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