Dimethyl Sulfate → 5-Bromo-2-methoxybenzoic acid

HRID 223745

反応式

HRID 223745 の反応式
[Br:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]([OH:11])=[CH:4][CH:3]=1.[OH-].[Na+].S(OC)(O[CH3:18])(=O)=O>O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH3:18])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]

参加物

5

反応物 3

HCID 6497Dimethyl Sulfate2 回HCID 69725-Bromosalicylic acidHCID 14798Sodium Hydroxide2 回

生成物 1

HCID 8817395-Bromo-2-methoxybenzoic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

The starting material is prepared as follows: The solution of 110 g of 5-bromosalicylic acid in 900 ml of water and 48 g of sodium hydroxide is stirred while 60 ml of dimethyl sulfate are added. The mixture is stirred at 70° for 3 hours, whereupon 50 ml of 50% aqueous sodium hydroxide are added, followed slowly by 60 ml of dimethyl sulfate. After stirring at 70° for 6 hours the last step is repeated and the mixture warmed 17 hours longer. It is cooled in an ice bath, filtered, the filtrate stirred with methylene chloride and neutralized with cold 5 N aqueous hydrochloric acid. The organic phase is separated, dried and evaporated to yield the 5-bromo-2-methoxybenzoic acid melting at 115°-117°.

後処理

  1. customThe starting material is prepared
  2. additionare added
  3. additionare added
  4. temperaturethe mixture warmed 17 hours longer
  5. temperatureIt is cooled in an ice bath
  6. filtrationfiltered
  7. stirringthe filtrate stirred with methylene chloride and neutralized with cold 5 N aqueous hydrochloric acid
  8. customThe organic phase is separated
  9. customdried
  10. customevaporated

出典と根拠

ORDレコード
ord-76027a176ca14adc9dbe778f33a3f109
出典データセット
uspto-grants-1982_10
特許番号
US04356176

関連ノート

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