1,4-Dibromobutane → HCID 57107164, 화합물

HRID 481412

반응식

HRID 481412 반응식
[CH2:1]([O:3][C:4](=[O:16])[CH2:5][C:6]1[O:7][C:8]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][C:9]=2[CH:10]=1)[CH3:2].[H-].[Na+].Br[CH2:20][CH2:21][CH2:22][CH2:23]Br>CN(C=O)C.CCOC(C)=O>[CH2:1]([O:3][C:4]([C:5]1([C:6]2[O:7][C:8]3[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][C:9]=3[CH:10]=2)[CH2:23][CH2:22][CH2:21][CH2:20]1)=[O:16])[CH3:2]

참가 물질

6

반응물 3

HCID 80561,4-DibromobutaneHCID 24758Sodium hydrideHCID 70085569(5-Methylbenzofuran-2-yl)acetic acid ethyl ester2회

생성물 1

HCID 57107164HCID 57107164, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
80 °C

실험 절차

To a solution of the product of Step 3, above (57) (1.85 mmol), in 2 ml DMF was added 60% sodium hydride in oil (3.6 mmol) at ambient temperature. The reaction mixture was stirred for 15 minutes and then 1,4-dibromobutane (1.85 mmol) was added. The reaction mixture was heated to 80° C. for 2 hours, cooled to ambient temperature, diluted with EtOAc and washed with saturated sodium bicarbonate and brine. The combined organics were then dried over MgSO4, filtered and concentrated to dryness. The crude material was chromatographed on silica gel using 10% EtOAc in hexanes as the eluant to obtain the title compound (58).

후처리

  1. temperaturecooled to ambient temperature
  2. washwashed with saturated sodium bicarbonate and brine
  3. dry with materialThe combined organics were then dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated to dryness
  6. customThe crude material was chromatographed on silica gel using 10% EtOAc in hexanes as the eluant

출처 및 근거

ORD 기록
ord-2d6ceee18c7a4682a44f5c56f74fc782
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05789415

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