1,4-Dibromobutane → HCID 57107164、化合物

HRID 481412

反応式

HRID 481412 の反応式
[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]

参加物

6

反応物 3

HCID 80561,4-DibromobutaneHCID 24758Sodium hydrideHCID 70085569(5-Methylbenzofuran-2-yl)acetic acid ethyl ester2 回

生成物 1

HCID 57107164HCID 57107164、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-2d6ceee18c7a4682a44f5c56f74fc782
出典データセット
uspto-grants-1998_08
特許番号
US05789415

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