Acetyl chloride → 1-(7-acetyl-4,5-dihydro-1H-1,5-methanobenzo[d]azepin-3(2H)-yl)-2,2,2-trifluoroethanone

HRID 457440ノート

反応式

HRID 457440 の反応式
[CH:1]12[CH2:18][CH:8]([CH2:9][N:10]([C:12](=[O:17])[C:13]([F:16])([F:15])[F:14])[CH2:11]1)[C:7]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]2=1.[C:19](Cl)([CH3:21])=[O:20].[Cl-].[Al+3].[Cl-].[Cl-].C([O-])(O)=O.[Na+]>ClCCCl>[C:19]([C:5]1[CH:4]=[CH:3][C:2]2[CH:1]3[CH2:18][CH:8]([CH2:9][N:10]([C:12](=[O:17])[C:13]([F:15])([F:16])[F:14])[CH2:11]3)[C:7]=2[CH:6]=1)(=[O:20])[CH3:21]

参加物

6

反応物 4

HCID 6367Acetyl chlorideHCID 516892Sodium BicarbonateHCID 6451240Aluminum(III) ChlorideHCID 218647322,2,2-Trifluoro-1-(1,2,4,5-tetrahydro-3H-1,5-methano-3-benzazepin-3-yl)ethan-1-one

生成物 1

HCID 218647041-(7-acetyl-4,5-dihydro-1H-1,5-methanobenzo[d]azepin-3(2H)-yl)-2,2,2-trifluoroethanone

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

1-(10-Aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-trien-10-yl)-2,2,2-trifluoro-ethanone (253 mg, 1.0 mmol) and AcCl (0.68 mL, 10 mmol) were dissolved in DCE (3 mL) and treated with aluminum chloride (AlCl3) (667 mg, 5.0 mmol). The resulting yellow mixture was stirred for 30 minutes then poured over ice and saturated aqueous NaHCO3 solution. After stirring 20 minutes the mixture was extracted with CH2Cl2 (3×30 mL). The organic layer was dried through a cotton plug then concentrated to a orange-yellow oil (255 mg, 86%).

後処理

  1. stirringAfter stirring 20 minutes the mixture
  2. extractionwas extracted with CH2Cl2 (3×30 mL)
  3. customThe organic layer was dried through a cotton plug
  4. concentrationthen concentrated to a orange-yellow oil (255 mg, 86%)

出典と根拠

ORDレコード
ord-fea1f17fe60f41389c4cf5d21f68d9d0
出典データセット
uspto-grants-2007_03
特許番号
US07186870B2

反応ノート

読み込み中…