Methanol → Methyl 2-methyl-4-nitrobenzoate

HRID 1039085ノート

反応式

HRID 1039085 の反応式
S(=O)(=O)(O)O.[CH3:6][C:7]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:8]=1[C:9]([OH:11])=[O:10].[CH3:19]O>>[CH3:6][C:7]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:8]=1[C:9]([O:11][CH3:19])=[O:10]

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 747904-Nitro-o-toluic acid

生成物 1

HCID 15088700Methyl 2-methyl-4-nitrobenzoate

反応条件

温度
55 °C

実験手順

Sulfuric acid (6 ml, 113 mmol) was added to drop wise to a solution of the 2-methyl-4-nitrobenzoic acid (5 g, 27.6 mmol) in MeOH (138 ml) at RT. After the addition was complete the mixture was heated to 55° C. overnight. The volatiles were removed in vacuum and the residue partitioned between EtOAc (100 ml) and water (100 ml). The layers were separated and aqueous phase extracted with EtOAc (2×100 ml). The organic fractions were combined, washed with saturated sodium bicarbonate (aqueous, 100 ml), brine, dried over Na2SO4, filtered and the volatiles removed in vacuum to give the titled compound.

後処理

  1. additionAfter the addition
  2. customThe volatiles were removed in vacuum
  3. customthe residue partitioned between EtOAc (100 ml) and water (100 ml)
  4. customThe layers were separated
  5. extractionaqueous phase extracted with EtOAc (2×100 ml)
  6. washwashed with saturated sodium bicarbonate (aqueous, 100 ml), brine
  7. dry with materialdried over Na2SO4
  8. filtrationfiltered
  9. customthe volatiles removed in vacuum

出典と根拠

ORDレコード
ord-e45486ce10b94518a167680bb201e019
出典データセット
uspto-grants-2013_10
特許番号
US08552022B2

反応ノート

読み込み中…