Methanol → Dimethyl 2-bromoterephthalate

HRID 1037049

反応式

HRID 1037049 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]([O:13][CH3:14])=[O:12])[C:5]([OH:7])=[O:6].O=S(Cl)Cl.[CH3:19]O>>[Br:1][C:2]1[CH:3]=[C:4]([C:5]([O:7][CH3:19])=[O:6])[CH:8]=[CH:9][C:10]=1[C:11]([O:13][CH3:14])=[O:12]

参加物

4

反応物 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 186730263-Bromo-4-(methoxycarbonyl)benzoic acid

生成物 1

HCID 87741Dimethyl 2-bromoterephthalate収率 98%

実験手順

To a solution of 3-bromo-4-(methoxycarbonyl)benzoic acid (3.0 g, 11.6 mmol) in MeOH (50 mL) was slowly added SOCl2 (2.76 g, 23.2 mmol) dropwise. After the addition completion, the reaction mixture was refluxed for 5 h. Then MeOH was removed and water was added. It was extracted with EA and the organic layer was washed with aqueous sodium bicarbonate solution, brine, dried over Na2SO4, filtered and concentrated under reduced pressure to give dimethyl 2-bromoterephthalate (3.1 g, yield 98%) as a white solid. It was used without further purification in the next step.

後処理

  1. temperatureAfter the addition completion, the reaction mixture was refluxed for 5 h
  2. customThen MeOH was removed
  3. additionwater was added
  4. extractionIt was extracted with EA
  5. washthe organic layer was washed with aqueous sodium bicarbonate solution, brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-2db9f10a59bb459a9d8a44d6b362e639
出典データセット
uspto-grants-2013_10
特許番号
US08546357B2

関連ノート

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