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

HRID 40686

反応式

HRID 40686 の反応式
[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]

参加物

9

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a3d9951b81a141358391e1e1be6fdcfc
出典データセット
uspto-grants-2013_09
特許番号
US08530468B2

関連ノート

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