Hydrochloric Acid → HCID 23312095、化合物

HRID 745796

反応式

HRID 745796 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([C:11]1[CH:12]=[C:13]([OH:19])[C:14]([OH:18])=[CH:15][C:16]=1[CH3:17])(=[O:10])=[O:9].C(=O)([O-])[O-].[K+].[K+].Br[CH:27](Br)[C:28]([OH:30])=[O:29].Cl>CN(C)C=O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([C:11]1[C:16]([CH3:17])=[CH:15][C:14]2[O:18][CH:27]([C:28]([OH:30])=[O:29])[O:19][C:13]=2[CH:12]=1)(=[O:10])=[O:9]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 12433Dibromoacetic AcidHCID 23312099HCID 23312099、化合物

生成物 1

HCID 23312095HCID 23312095、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

23 g (77 mmol) of 4-(2-chlorophenylsulphonyl)-5-methyl-1,2-benzenediol are added to a finely particulate suspension of 50.9 g (385 mmol) of freshly calcined potassium carbonate in 180 ml of dry dimethylformamide and there is added dropwise thereto, in the course of 15 minutes, a solution of 8.50 g (39 mmol) of dibromoacetic acid in 80 ml of dimethylformamide. The mixture is then stirred for 15 hours at 80°. Subsequently, the reaction mixture is poured onto ice and adjusted to pH 1-2 with concentrated hydrochloric acid. The aqueous phase is extracted once more with ethyl acetate. The combined organic phases are washed with water and saturated sodium chloride solution, dried with sodium sulphate and concentrated by evaporation. The resulting brown oil is stirred with 150 ml of ethyl acetate at 0° until crystallisation occurs. The crude 5-(2-chlorophenylsulphonyl)-6-methyl-1,3-benzodioxole-2-carboxylic acid so obtained is recrystallised twice from acetonitrile, resulting in the form of sand-coloured crystals having a melting point of 211°-213.5°.

後処理

  1. additionis added dropwise
  2. customin the course of 15 minutes
  3. additionSubsequently, the reaction mixture is poured onto ice
  4. extractionThe aqueous phase is extracted once more with ethyl acetate
  5. washThe combined organic phases are washed with water and saturated sodium chloride solution
  6. dry with materialdried with sodium sulphate
  7. concentrationconcentrated by evaporation
  8. stirringThe resulting brown oil is stirred with 150 ml of ethyl acetate at 0° until crystallisation

出典と根拠

ORDレコード
ord-2bba5278dfe74136921fe1189a35daf6
出典データセット
uspto-grants-1986_07
特許番号
US04600709

関連ノート

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