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

HRID 40674

反応式

HRID 40674 の反応式
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]

参加物

7

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-68febdba4f2f472fbba15dc96a7fbf5f
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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