Sodium Hydroxide → 4-Bromo-2-methoxybenzoic acid

HRID 432255

反応式

HRID 432255 の反応式
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#N)=[C:4]([O:10][CH3:11])[CH:3]=1.[OH-:12].[Na+].[O:14]1CCOCC1>>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]([OH:14])=[O:12])=[C:4]([O:10][CH3:11])[CH:3]=1

参加物

4

反応物 3

HCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 223467024-Bromo-2-methoxybenzonitrile

生成物 1

HCID 134507554-Bromo-2-methoxybenzoic acid収率 37%

反応条件

温度
100 °C

実験手順

4-Bromo-2-methoxybenzonitrile (7.35 g, 35 mmol) was dissolved in dioxane (400 mL). Sodium hydroxide (2.0 N, 200 mL) was added and the suspension was heated at 100° C. for 16 hours. Organic solvent was removed under reduced pressure and the aqueous mixture was filtered and washed with water. The filtrate was neutralized with hydrochloric acid (5.0N) to pH 1. The solid was collected by filtration to give 4-bromo-2-methoxybenzoic acid (3 g, 37%). 1H NMR (DMSO-d6) δ 3.84 (s, 3H), 7.21 (d, J=8.25 Hz, 1H), 7.33 (s, 1H), 7.58 (d, J=8.23 Hz, 1H).

後処理

  1. customOrganic solvent was removed under reduced pressure
  2. filtrationthe aqueous mixture was filtered
  3. washwashed with water
  4. filtrationThe solid was collected by filtration

出典と根拠

ORDレコード
ord-215c4d2fa9144088aa012f1c455182dd
出典データセット
uspto-grants-2003_12
特許番号
US06660744B1

関連ノート

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