Acetic Acid → HCID 22329115、化合物

HRID 587091ノート

反応式

HRID 587091 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][CH2:10][CH2:9][CH2:8][C:7](=[O:12])[C:6]=2[CH:13]=1.[CH:14](=O)[CH2:15][CH3:16].C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCCl.O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH2:14][CH2:15][CH3:16])[CH2:10][CH2:9][CH2:8][C:7](=[O:12])[C:6]=2[CH:13]=1

参加物

7

反応物 4

HCID 176Acetic AcidHCID 527PropanalHCID 5049666Sodium triacetoxyborohydrideHCID 223291087-Bromo-1,2,3,4-tetrahydro-5H-1-benzazepin-5-one

生成物 1

HCID 22329115HCID 22329115、化合物

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 962Water溶媒

実験手順

To a solution of 7-bromo-2,3,4,5-tetrahydro-1H-1-benzazepine-5-one (5.0 g), propionaldehyde (15 ml) and acetic acid (4.7 ml) in 1,2-dichloroethane (250 ml) was added sodium triacetoxyborohydride (22.0 g) at room temperature, and the mixture was stirred for 6 hours. To the reaction system was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with an aqueous solution of sodium hydrogen carbonate and saturated brine, and dried with magnesium sulfate. After concentration under reduced pressure, the residue was separated and purified with column chromatography (ethyl acetate:hexane=1:4) to give 7-bromo-1-propyl-2,3,4,5-tetrahydro-1H-1-benzazepine-5-one (5.89 g) as yellow oil.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with an aqueous solution of sodium hydrogen carbonate and saturated brine
  3. dry with materialdried with magnesium sulfate
  4. concentrationAfter concentration under reduced pressure
  5. customthe residue was separated
  6. custompurified with column chromatography (ethyl acetate:hexane=1:4)

出典と根拠

ORDレコード
ord-282eb1e0f185432a99174646bddc456b
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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