Potassium Nitrate → 6-Chloro-2-methyl-3-nitrobenzoic acid

HRID 731678ノート

反応式

HRID 731678 の反応式
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:3]=1[C:4]([OH:6])=[O:5].[N+:12]([O-])([O-:14])=[O:13].[K+]>Cl>[Cl:1][C:2]1[C:3]([C:4]([OH:6])=[O:5])=[C:7]([CH3:11])[C:8]([N+:12]([O-:14])=[O:13])=[CH:9][CH:10]=1

参加物

4

反応物 2

HCID 24434Potassium NitrateHCID 888702-Chloro-6-methylbenzoic acid

生成物 1

HCID 687515826-Chloro-2-methyl-3-nitrobenzoic acid

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒2 回

実験手順

2-Chloro-6-methylbenzoic acid (99 mg, 0.58 mmol) was dissolved in conc. hydrochloric acid (1 mL) and cooled in an ice bath. To this solution potassium nitrate in conc. hydrochloric acid (1 mL) was added drop wise. The reaction mixture was stirred for 5 min, then the ice bath was removed and stirring was continued for another 2 hours. The reaction mixture was poured onto ice (25 g) and extracted with ethyl acetate (3×25 mL). The combined organic layers were dried over sodium sulphate, filtered and concentrated in vacuo to give a mixture of the desired 3-nitro (70%) and the 5-nitro (30%) derivatives (118.6 mg, 95%). No effort was made to separate the two isomers, and the mixture was used in the next step.

後処理

  1. temperaturecooled in an ice bath
  2. customthe ice bath was removed
  3. stirringstirring
  4. waitwas continued for another 2 hours
  5. additionThe reaction mixture was poured onto ice (25 g)
  6. extractionextracted with ethyl acetate (3×25 mL)
  7. dry with materialThe combined organic layers were dried over sodium sulphate
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo
  10. customto give
  11. customto separate the two isomers

出典と根拠

ORDレコード
ord-712b655f7aaf40abb887d894ebed7ab1
出典データセット
uspto-grants-2009_09
特許番号
US07585877B2

反応ノート

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