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

HRID 457440노트

반응식

HRID 457440 반응식
[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]

참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

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%).

후처리

  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%)

출처 및 근거

ORD 기록
ord-fea1f17fe60f41389c4cf5d21f68d9d0
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07186870B2

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