2-Fluorobenzylamine → 2,2-Diethoxy-N-(2-fluorobenzyl)acetamide

HRID 40686

반응식

HRID 40686 반응식
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][NH2:5].[CH2:10]([O:12][CH:13]([O:17][CH2:18][CH3:19])[C:14]([O-])=[O:15])[CH3:11].[Na+].O.ON1C2C=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C.Cl.C(N=C=NCCCN(C)C)C>CN(C=O)C.C(OCC)(=O)C.O>[CH2:10]([O:12][CH:13]([O:17][CH2:18][CH3:19])[C:14]([NH:5][CH2:4][C:3]1[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=1[F:1])=[O:15])[CH3:11]

참가 물질

9

반응물 5

HCID 666492-FluorobenzylamineHCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 23663712Sodium diethoxyacetate

생성물 1

HCID 596364612,2-Diethoxy-N-(2-fluorobenzyl)acetamide

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

2-Fluorobenzylamine (2.00 g, 16.0 mmol), sodium 2,2-diethoxyacetate (3.26 g, 19.2 mmol), N-hydroxybenzotriazole hydrate (3.67 g, 24.0 mmol) and diisopropylethylamine (4.18 mL, 24.0 mmol) were stirred in DMF (20 mL) at room temperature. 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (4.6 g, 24.0 mmol) was added and the reaction mixture was allowed to stir at room temperature overnight. The reaction mixture was diluted water and ethyl acetate. The organic phase was washed sequentially with HCl (aq) (1 M), saturated sodium bicarbonate, water and brine, dried over sodium sulfate and concentrated to dryness. The crude material was used directly in the following reaction.

후처리

  1. washThe organic phase was washed sequentially with HCl (aq) (1 M), saturated sodium bicarbonate, water and brine
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated to dryness
  4. customThe crude material was used directly in the following reaction

출처 및 근거

ORD 기록
ord-a3d9951b81a141358391e1e1be6fdcfc
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530468B2

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