Dimethylamine → 1-(7-Dimethylaminomethyl-1,2,4,5-tetrahydro-3-benzazepin-3-yl)-2,2,2-trifluoroethanone

HRID 644352노트

반응식

HRID 644352 반응식
[CH3:1][NH:2][CH3:3].[F:4][C:5]([F:22])([F:21])[C:6]([N:8]1[CH2:14][CH2:13][C:12]2[CH:15]=[CH:16][C:17]([CH:19]=O)=[CH:18][C:11]=2[CH2:10][CH2:9]1)=[O:7].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C([O-])(O)=O.[Na+]>C1COCC1.C(O)(=O)C>[CH3:1][N:2]([CH2:19][C:17]1[CH:16]=[CH:15][C:12]2[CH2:13][CH2:14][N:8]([C:6](=[O:7])[C:5]([F:22])([F:4])[F:21])[CH2:9][CH2:10][C:11]=2[CH:18]=1)[CH3:3]

참가 물질

7

반응물 4

HCID 674DimethylamineHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 582779543-(2,2,2-trifluoro-acetyl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7-carbaldehyde

생성물 1

HCID 866042901-(7-Dimethylaminomethyl-1,2,4,5-tetrahydro-3-benzazepin-3-yl)-2,2,2-trifluoroethanone

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 8028Tetrahydrofuran용매2회

실험 절차

11.7 mL (23.4 mmol) of a 2 M dimethylamine solution in THF were added to a solution of 4.5 g (16.59 mmol) 3-(2,2,2-trifluoro-acetyl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7-carbaldehyde in 150 mL THF and the solution was adjusted to pH 5 with 1 mL glacial acetic acid. After 30 min 4.62 g (21.79 mmol) sodium triacetoxyborohydride were added and the reaction mixture was stirred overnight at RT. The reaction solution was carefully combined with saturated NaHCO3 solution, stirred for 30 min, exhaustively extracted with EtOAc, the organic phase was separated off and dried over Na2SO4. After the desiccant and solvent had been eliminated the desired product was obtained, which was further reacted without purification.

후처리

  1. stirringstirred for 30 min
  2. extractionexhaustively extracted with EtOAc
  3. customthe organic phase was separated off
  4. dry with materialdried over Na2SO4
  5. customwas obtained
  6. customwhich was further reacted without purification

출처 및 근거

ORD 기록
ord-04b167256c194d23b617a099fc2f671c
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700589B2

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