1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-(2-Bromobenzyl)-2,2-diethoxyacetamide

HRID 40674

반응식

HRID 40674 반응식
CN(C)CCCN=C=NCC.[Br:12][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH2:15][NH2:16].[CH2:21]([O:23][CH:24]([O:28][CH2:29][CH3:30])[C:25]([O-])=[O:26])[CH3:22].[Na+].O.ON1C2C=CC=CC=2N=N1.CCN(C(C)C)C(C)C>CN(C=O)C>[Br:12][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH2:15][NH:16][C:25](=[O:26])[CH:24]([O:28][CH2:29][CH3:30])[O:23][CH2:21][CH3:22]

참가 물질

7

반응물 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 81531DiisopropylethylamineHCID 3340722-BromobenzylamineHCID 27960291-Hydroxybenzotriazole hydrateHCID 23663712Sodium diethoxyacetate

생성물 1

HCID 59636401N-(2-Bromobenzyl)-2,2-diethoxyacetamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

1-[3-(Dimethylamino)propyl]-3-ethylcarbodiimide (1.15 g, 6.00 mmol) was added to a mixture of 2-bromobenzylamine (0.744 g, 4.00 mmol), sodium 2,2-diethoxyacetate (0.816 g, 4.80 mmol), 1-hydroxybenzotriazole hydrate (0.919 g, 6.00 mmol) and Hunig's base (1.53 mL, 8.80 mmol) in DMF (10 mL) with stirring. After 18 hours at room temperature, the mixture was partitioned between water and ethyl acetate. The organic layer was washed successively with 2 M HCl, saturated sodium bicarbonate solution and brine, then dried (Na2SO4) and concentrated to a viscous colourless oil (1.02 g, 81%). LC-MS (1) Rt==2.23 min; m/z (ESI+) 316 & 318 (M+H+).

후처리

  1. customthe mixture was partitioned between water and ethyl acetate
  2. washThe organic layer was washed successively with 2 M HCl, saturated sodium bicarbonate solution and brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated to a viscous colourless oil (1.02 g, 81%)
  5. customRt==2.23 min

출처 및 근거

ORD 기록
ord-68febdba4f2f472fbba15dc96a7fbf5f
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530468B2

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