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Dimethylamine → (Rac)-2,5-dibromo-n,n-dimethyl-pentanamide

HRID 1096187
ノート
印刷プレビュー

反応式

HRID 1096187 の反応式
[CH3:1][NH:2][CH3:3].CCN(CC)CC.[Br:11][CH:12]([CH2:16][CH2:17][CH2:18][Br:19])[C:13](Cl)=[O:14]>C(Cl)Cl>[Br:11][CH:12]([CH2:16][CH2:17][CH2:18][Br:19])[C:13]([N:2]([CH3:3])[CH3:1])=[O:14]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 674DimethylamineHCID 8471TriethylamineHCID 111850322,5-Dibromopentanoyl chloride

生成物 1

HCID 20370625(Rac)-2,5-dibromo-n,n-dimethyl-pentanamide収率 64.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of dimethylamine (0.91 ml, 7.18 mmol; 40% solution in water) and 2.75 ml (19.76 mmol) of Et3N in 6 ml of CH2Cl2 cooled at 0° C. was added dropwise a solution of 2,5-dibromo-pentanoyl chloride (1.00 g, 3.59 mmol) in 4 ml CH2Cl2. After stirring 1 h at RT, the reaction mixture was partitioned between CH2Cl2 and water. The organic phases were washed with water and brine and the aqueous layers extracted twice with CH2Cl2. The organic phases were dried over MgSO4, evaporated and purified by flash silica gel column (EtOAc/n-heptane 1:1) to afford 0.66 g (64%) of the title product as light yellow oil. MS: 288.1 (2Br, MH+).

このページの内容参加物実験手順後処理出典と根拠反応ノート

後処理

  1. customthe reaction mixture was partitioned between CH2Cl2 and water
  2. washThe organic phases were washed with water and brine
  3. extractionthe aqueous layers extracted twice with CH2Cl2
  4. dry with materialThe organic phases were dried over MgSO4
  5. customevaporated
  6. custompurified by flash silica gel column (EtOAc/n-heptane 1:1)

出典と根拠

ORDレコード
ord-a2abdc35666f4c099e4b246f947d317e
出典データセット
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08138175B2

反応ノート

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