Thionyl Chloride → Anthraquinone-2-carbonyl Chloride

HRID 1636199

反応式

HRID 1636199 の反応式
[CH:1]1[C:14]2[C:13](=[O:15])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6](=[O:16])[C:5]=2[CH:4]=[CH:3][C:2]=1[C:17]([OH:19])=O.S(Cl)([Cl:22])=O>ClCCl>[CH:1]1[C:14]2[C:13](=[O:15])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6](=[O:16])[C:5]=2[CH:4]=[CH:3][C:2]=1[C:17]([Cl:22])=[O:19]

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 670302-Anthraquinonecarboxylic acid

生成物 1

HCID 15025286Anthraquinone-2-carbonyl Chloride

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Anthraquinone-2-carboxylic acid (2.52 g, 10 mmol) was suspended in dichloro methane (100 ml). Thionyl chloride (50 ml) was added and the mixture heated to reflux in a nitrogen atmosphere for several hours giving a clear yellow solution. Dichloro methane and excess thionyl chloride was removed in vacuo giving a yellow solid. The solid was filtered off, washed several times with petroleum ether and dried in vacuo. Yield 2.69 g (99% from anthraquinone-2-carboxylic acid); MP: 143-144.5° C.; TLC (analyzed as the methyl ester: a small sample of the acid chloride was dissolved in dry methanol and analyzed immediately using ethyl acetate as eluent); Rf =0.68. MS (FAB+): 307.1 (MH+).

後処理

  1. temperaturethe mixture heated
  2. temperatureto reflux in a nitrogen atmosphere for several hours
  3. customgiving a clear yellow solution
  4. customDichloro methane and excess thionyl chloride was removed in vacuo
  5. customgiving a yellow solid
  6. filtrationThe solid was filtered off
  7. washwashed several times with petroleum ether
  8. customdried in vacuo
  9. dissolutiona small sample of the acid chloride was dissolved in dry methanol

出典と根拠

ORDレコード
ord-f33fec283bf24b3ba13503f2623c2424
出典データセット
uspto-grants-2000_03
特許番号
US06033784

関連ノート

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