Potassium Carbonate → HCID 46232618、化合物

HRID 83108

反応式

HRID 83108 の反応式
[OH:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[CH:12]=[C:11]4[CH:17]=[CH:18][CH:19]=[CH:20][C:10]4=[CH:9][C:8]=3[O:7][C:6]=2[CH:5]=[C:4]([OH:21])[CH:3]=1.C([O-])([O-])=O.[K+].[K+].[CH2:28]1[S:30][CH:29]1[CH2:31]Cl>CC(C)=O>[OH:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[CH:12]=[C:11]4[CH:17]=[CH:18][CH:19]=[CH:20][C:10]4=[CH:9][C:8]=3[O:7][C:6]=2[CH:5]=[C:4]([O:21][CH2:31][CH:29]2[CH2:28][S:30]2)[CH:3]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 18588EpithiochlorohydrinHCID 107077051,3-dihydroxy-12H-benzo(b)xanthen-12-one

生成物 1

HCID 46232618HCID 46232618、化合物収率 20.8%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒2 回

反応条件

温度
57.5 °C

実験手順

1,3-dihydroxy-12H-benzo[b]xanthen-12-one (0.05 g, 0.18 mmol) synthesized in Step 1 of Example 18, K2CO3 (0.07 g, 0.54 mmol), and anhydrous acetone (18 mL) were charged to a dry round-bottom flask. Under stirring, epithiochlorohydrin (0.07 g, 0.72 mmol) dissolved in anhydrous acetone (2 mL) was added thereto. The reaction liquid was stirred with reflux at a temperature of 55 to 60° C. under a nitrogen atmosphere (overnight). Solid of the reaction mixture was filtered and removed, and the filtrate was concentrated under reduced pressure. The resulting residue was separated and purified by silica gel column chromatography (developing solvent: ethyl acetate:n-hexane=1:3 (v/v)) to give the title compound (13.1 mg, 20.8%) as a yellow solid.

後処理

  1. additionwas added
  2. customThe reaction liquid
  3. stirringwas stirred
  4. filtrationSolid of the reaction mixture was filtered
  5. customremoved
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. customThe resulting residue was separated
  8. custompurified by silica gel column chromatography (developing solvent: ethyl acetate:n-hexane=1:3 (v/v))

出典と根拠

ORDレコード
ord-847200c51ac644d7879d0a32c9faa962
出典データセット
uspto-grants-2014_09
特許番号
US08846749B2

関連ノート

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