Potassium Carbonate → HCID 21877064、化合物

HRID 723626ノート

反応式

HRID 723626 の反応式
C(=O)([O-])[O-].[K+].[K+].[Br:7][C:8]1[CH:9]=[C:10]([SH:15])[CH:11]=[C:12]([Br:14])[CH:13]=1.Cl[CH:17]([C:22](=[O:25])[CH2:23][CH3:24])[C:18](=[O:21])[CH2:19][CH3:20]>CC(C)=O>[Br:7][C:8]1[CH:9]=[C:10]([S:15][CH:17]([C:22](=[O:25])[CH2:23][CH3:24])[C:18](=[O:21])[CH2:19][CH3:20])[CH:11]=[C:12]([Br:14])[CH:13]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 218770573,5-Dibromobenzene-1-thiolHCID 218770754-Chloroheptane-3,5-dione

生成物 1

HCID 21877064HCID 21877064、化合物収率 72.5%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Potassium carbonate (1.9 g, 14 mmol) was added to a solution of 3,5-dibromobenzenethiol (2.84 g, 10.5 mmol) (Preparation 48) and 4-chloroheptane-3,5-dione (1.7 g, 10.5 mmol) (Preparation 40) in acetone (12 ml) producing a white suspension. The mixture was stirred at room temperature for 15 hours. The mixture was concentrated under reduced pressure and the residue was partitioned between dichloromethane (100 ml) and 1N hydrochloric acid (70 ml). The aqueous layer was extracted with further dichloromethane (2×100 ml). The combined organic layers were washed with brine (50 ml), dried over magnesium sulphate, filtered and concentrated under reduced pressure to leave a pink oil. The crude product was purified by flash chromatography on silica gel eluting with pentane:dichloromethane (1:1, by volume) to provide the title compound (3 g) as a pink oil.

後処理

  1. customproducing a white suspension
  2. concentrationThe mixture was concentrated under reduced pressure
  3. customthe residue was partitioned between dichloromethane (100 ml) and 1N hydrochloric acid (70 ml)
  4. extractionThe aqueous layer was extracted with further dichloromethane (2×100 ml)
  5. washThe combined organic layers were washed with brine (50 ml)
  6. dry with materialdried over magnesium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customto leave a pink oil
  10. customThe crude product was purified by flash chromatography on silica gel eluting with pentane:dichloromethane (1:1, by volume)

出典と根拠

ORDレコード
ord-8ae2888357c743c898e2175234824155
出典データセット
uspto-grants-2006_11
特許番号
US07141585B2

反応ノート

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