Dimethylamine → N-(4-(2-(dimethylamino)butanoyl)phenyl)acetamide

HRID 538864노트

반응식

HRID 538864 반응식
Br[CH:2]([CH2:15][CH3:16])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:14])[CH3:13])=[CH:7][CH:6]=1)=[O:4].[CH3:17][NH:18][CH3:19].CCN(C(C)C)C(C)C>C(Cl)(Cl)Cl.CO>[CH3:17][N:18]([CH3:19])[CH:2]([CH2:15][CH3:16])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:14])[CH3:13])=[CH:7][CH:6]=1)=[O:4]

참가 물질

6

반응물 3

HCID 674DimethylamineHCID 81531DiisopropylethylamineHCID 63386157N-[4-(2-bromobutanoyl)phenyl]acetamide

생성물 1

HCID 86681892N-(4-(2-(dimethylamino)butanoyl)phenyl)acetamide

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 6212Chloroform용매

실험 절차

Step-3: A solution of N-(4-(2-bromobutanoyl)phenyl)acetamide (4.80 g, 16.9 mmol) in 30 mL CHCl3 and 30 mL MeOH was treated with 16.9 mL dimethylamine in MeOH (2M, 33.8 mmol) and DIPEA (2.90 mL, 16.9 mmol). After stirring at it for 48 hr, the mixture was concentrated in vacuo and the residue partitioned between DCM and saturated NaHCO3. The aqueous phase was extracted with DCM three times. The combined organic extracts were dried over Na2SO4 and concentrated. The residue was purified by silica gel column chromatography eluting with 6% MeOH (2N NH3)/DCM to provide N-(4-(2-(dimethylamino)butanoyl)phenyl)acetamide as a light brown oil. MS ESI: m/z 249.19 [M+1+].

후처리

  1. concentrationthe mixture was concentrated in vacuo
  2. customthe residue partitioned between DCM and saturated NaHCO3
  3. extractionThe aqueous phase was extracted with DCM three times
  4. dry with materialThe combined organic extracts were dried over Na2SO4
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography
  7. washeluting with 6% MeOH (2N NH3)/DCM

출처 및 근거

ORD 기록
ord-029dc9d9b5fe42d0827ecb3f8f401052
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08865752B2

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