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

HRID 1096187
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HRID 1096187 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 674DimethylamineHCID 8471TriethylamineHCID 111850322,5-Dibromopentanoyl chloride

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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+).

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후처리

  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)

출처 및 근거

ORD 기록
ord-a2abdc35666f4c099e4b246f947d317e
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08138175B2

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