Acetyl chloride → Ethyl 6-acetyl-1,4-benzodioxin-2-carboxylate

HRID 2393512ノート

反応式

HRID 2393512 の反応式
[Cl-].[Cl-].[Cl-].[Al+3].[C:5](Cl)(=[O:7])[CH3:6].[O:9]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[O:12][CH:11]=[C:10]1[C:19]([O:21][CH2:22][CH3:23])=[O:20]>C(=S)=S>[C:5]([C:17]1[CH:16]=[CH:15][C:14]2[O:9][C:10]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:11][O:12][C:13]=2[CH:18]=1)(=[O:7])[CH3:6]

参加物

5

反応物 3

HCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 10987416Ethyl 1,4-benzodioxin-2-carboxylate

生成物 1

HCID 11806994Ethyl 6-acetyl-1,4-benzodioxin-2-carboxylate

試薬・触媒・溶媒 1

HCID 6348Carbon Disulfide溶媒

実験手順

12.5 g of aluminum trichloride are added to a mixture of 4.27 g of acetyl chloride and 7.5 g of ethyl 1,4-benzodioxin-2-carboxylate in 150 ml of carbon disulfide at 0° C. The reaction mixture is stirred at room temperature for 14 hours. After acid hydrolysis with 50 ml of hydrochloric acid (2N) and extraction of the aqueous phase with dichloromethane, the organic phase is washed with saturated sodium hydrogen carbonate solution and then dried over magnesium sulfate. The acylated product is purified by chromatography on silica gel (eluent: petroleum ether/ethyl acetate, 7:3).

後処理

  1. customAfter acid hydrolysis
  2. extractionwith 50 ml of hydrochloric acid (2N) and extraction of the aqueous phase with dichloromethane
  3. washthe organic phase is washed with saturated sodium hydrogen carbonate solution
  4. dry with materialdried over magnesium sulfate
  5. customThe acylated product is purified by chromatography on silica gel (eluent: petroleum ether/ethyl acetate, 7:3)

出典と根拠

ORDレコード
ord-9301f14740614bc08d4370d2bbf5d2bb
出典データセット
uspto-grants-1998_09
特許番号
US05807882

反応ノート

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