4-Hydroxybenzoic Acid → 4-(Octyloxy)benzoic acid

HRID 247798

反応式

HRID 247798 の反応式
[CH2:1](Br)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[OH:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O.O.C(OCC)C>[CH2:1]([O:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

参加物

8

反応物 4

HCID 1354-Hydroxybenzoic AcidHCID 313Hydrochloric Acid2 回HCID 81401-BromooctaneHCID 11430Potassium Carbonate

生成物 1

HCID 172314-(Octyloxy)benzoic acid収率 71.4%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒

実験手順

A solution of octylbromide (4.19 g), 4-hydroxybenzoic acid (3 g) and potassium carbonate (3 g) in dimethylformamide (100 ml) was stirred at 130° C. for two hours. The solution was poured in water and neutralized with dilute aqueous hydrochloric acid solution. Diethylether was added to effect extraction. After the extracted layer was distilled to remove the solvent, the residue was added to a solution of sodium hydroxide (3.3 g), water (10 ml) and ethanol (50 ml). The solution obtained was refluxed for about a day and neutralized with dilute aqueous hydrochloric acid solution. The solution was distilled to remove the solvent and concentrated. The solid obtained was collected and recrystallized from water/ethanol to obtain the titled compound (3.88 g).

後処理

  1. distillationAfter the extracted layer was distilled
  2. customto remove the solvent
  3. additionthe residue was added to a solution of sodium hydroxide (3.3 g), water (10 ml) and ethanol (50 ml)
  4. customThe solution obtained
  5. distillationThe solution was distilled
  6. customto remove the solvent
  7. concentrationconcentrated
  8. customThe solid obtained
  9. customwas collected
  10. customrecrystallized from water/ethanol

出典と根拠

ORDレコード
ord-4ec4327d040a4a578173b0f6893bc343
出典データセット
uspto-grants-1993_05
特許番号
US05207947

関連ノート

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