Water → 2,6-Dihydroxybenzoic Acid Benzyl Ester

HRID 660612

反応式

HRID 660612 の反応式
[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([OH:11])[C:3]=1[C:4]([OH:6])=[O:5].[OH-].[Na+].[CH2:14](Br)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.O>C(O)C>[CH2:14]([O:5][C:4](=[O:6])[C:3]1[C:2]([OH:1])=[CH:10][CH:9]=[CH:8][C:7]=1[OH:11])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

6

反応物 4

HCID 962WaterHCID 7498Benzyl BromideHCID 93382,6-Dihydroxybenzoic AcidHCID 14798Sodium Hydroxide

生成物 1

HCID 105863642,6-Dihydroxybenzoic Acid Benzyl Ester

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 2,6-dihydroxybenzoic acid (500 mg, 3.24 mmol) in ethanol (8 mL) is added NaOH (130 mg, 3.24 mmol). After the mixture is stirred at RT for 3 h, the solvent is removed under reduced pressure. The resulting sodium salt is dissolved in DMF (10 mL) then benzyl bromide (0.39 mL, 3.24 mmol) is added and the mixture is stirred at RT for 18 h. Water is added and the mixture is extracted with EtOAc. The organic phase is washed with water and brine then is dried over sodium sulfate. The solvent is removed under reduced pressure and the residue is purified by flash chromatography using hexane/EtOAc (10:1) as eluent to give the title compound as an oil.

後処理

  1. customthe solvent is removed under reduced pressure
  2. dissolutionThe resulting sodium salt is dissolved in DMF (10 mL)
  3. stirringthe mixture is stirred at RT for 18 h
  4. extractionthe mixture is extracted with EtOAc
  5. washThe organic phase is washed with water and brine
  6. dry with materialthen is dried over sodium sulfate
  7. customThe solvent is removed under reduced pressure
  8. customthe residue is purified by flash chromatography

出典と根拠

ORDレコード
ord-115214700f544f67a14c86df45b5805b
出典データセット
uspto-grants-2011_12
特許番号
US08084448B2

関連ノート

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