Methanol → 2-(6-Hydroxy-naphthalen-2-yl)-propionic acid methyl ester

HRID 638700

反応式

HRID 638700 の反応式
S(=O)(=O)(O)O.[OH:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[CH:13]=[C:12]([CH:17]([CH3:21])[C:18]([OH:20])=[O:19])[CH:11]=[CH:10]2.[CH3:22]O>>[CH3:22][O:19][C:18](=[O:20])[CH:17]([C:12]1[CH:11]=[CH:10][C:9]2[C:14](=[CH:15][CH:16]=[C:7]([OH:6])[CH:8]=2)[CH:13]=1)[CH3:21]

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 162920Desmethylnaproxen

生成物 1

HCID 5988972-(6-Hydroxy-naphthalen-2-yl)-propionic acid methyl ester収率 89.5%

実験手順

To a solution of methanol (2100 ml) and sulphuric acid (84 ml) was added 2-(6-Hydroxynaphthalen-2-yl)-propionic acid 5 (420 g, 1.944 mmol), and refluxed for 6 hours. Methanol (1000 ml) was distilled off and the cooled reaction mass was poured onto ice water (3000 ml). Crude 6 was filtered, dried and recrystallised from a mixture of ethyl acetate:hexane (1:5) to give pure 6 (400 g, 89.5%) as a white fluffy powder. The melting point found to be 89.5-92° C. The structure was confirmed with IR and NMR.

後処理

  1. temperaturerefluxed for 6 hours
  2. distillationMethanol (1000 ml) was distilled off
  3. customthe cooled reaction mass
  4. additionwas poured onto ice water (3000 ml)
  5. filtrationCrude 6 was filtered
  6. customdried
  7. customrecrystallised from a mixture of ethyl acetate:hexane (1:5)

出典と根拠

ORDレコード
ord-41c10a4ce91a402cbb0b813d743c72d9
出典データセット
uspto-grants-2010_04
特許番号
US07691364B2

関連ノート

読み込み中…