Sodium Hydroxide → 3-(4-broMophenyl)-2,2-diMethylpropanoic acid

HRID 1107502ノート

反応式

HRID 1107502 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([C:12]([O:14]C)=[O:13])([CH3:11])[CH3:10])=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([C:12]([OH:14])=[O:13])([CH3:11])[CH3:10])=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 22503289Methyl 3-(4-bromophenyl)-2,2-dimethylpropanoate

生成物 1

HCID 211862823-(4-broMophenyl)-2,2-diMethylpropanoic acid収率 82.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1-bromo-4-(2-methoxycarbonyl-2-methylpropyl)benzene (7.79 g) was dissolved in methanol (60 ml) and 2M aqueous sodium hydroxide solution (30 ml) was added. The solution was heated to reflux for 2 hours then cooled. The volume was reduced to ~25 ml by evaporation and the residue extracted with ethyl acetate (15 ml) then acidified with 2M hydrochloric acid and re-extracted with ethyl acetate (3×25 ml). The combined organic extract of the acidified aqueous phase was dried (MgSO4) and evaporated to give l-bromo-4-(2-carboxy-2-methylpropyl)benzene (6.1 g); 1H NMR (d6 -DMSO): 1.08 (s, 6H), 2.78 (s, 2H), 7.11 (m, 2H), 7.46 (m, 2H); mass spectrum (CI+) 256 (M+H)+.

後処理

  1. temperatureThe solution was heated
  2. temperatureto reflux for 2 hours
  3. temperaturethen cooled
  4. customThe volume was reduced to ~25 ml by evaporation
  5. extractionthe residue extracted with ethyl acetate (15 ml)
  6. extractionre-extracted with ethyl acetate (3×25 ml)
  7. extractionThe combined organic extract of the acidified aqueous phase
  8. dry with materialwas dried (MgSO4)
  9. customevaporated

出典と根拠

ORDレコード
ord-ef0f098fd6044ad1a368d25fc1f152b7
出典データセット
uspto-grants-2000_05
特許番号
US06060475

反応ノート

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