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

HRID 586917노트

반응식

HRID 586917 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 22329144HCID 22329144, 화합물용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-6096d3a84de94e6298e7547120acbc10
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06936602B1

반응 노트

불러오는 중…