Hydrochloric Acid → Benzyl 2-benzyloxy-4-hydroxybenzoate

HRID 2220601ノート

反応式

HRID 2220601 の反応式
[OH-].[Na+].C([O:11][C:12]1[CH:27]=[CH:26][C:15]([C:16]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:17])=[C:14]([O:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:13]=1)(=O)C1C=CC=CC=1.Cl>CO>[CH2:29]([O:28][C:14]1[CH:13]=[C:12]([OH:11])[CH:27]=[CH:26][C:15]=1[C:16]([O:18][CH2:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)=[O:17])[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 23090801Benzyl 4-benzoyloxy-2-benzyloxybenzoate

生成物 1

HCID 23090785Benzyl 2-benzyloxy-4-hydroxybenzoate収率 40.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A 2 mol/L aqueous solution of sodium hydroxide (6.39 mL) was added to a mixture of benzyl 4-benzoyloxy-2-benzyloxybenzoate (2.80 g) in methanol/tetrahydorofuran (1/1, 20 mL), and the mixture was stirred at room temperature for 5 hrs. To the reaction mixture was added 2 mol/L hydrochloric acid (6.39 mL). The solvent was evaporated under reduced pressure, and water was added to the residue. The resulting mixture was extracted with ethyl acetate. The organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by medium-pressure silica gel column chromatography (eluent: n-hexane/ethyl acetate=4/1) to afford benzyl 2-benzyloxy-4-hydroxybenzoate (0.859 g)

後処理

  1. customThe solvent was evaporated under reduced pressure, and water
  2. additionwas added to the residue
  3. extractionThe resulting mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customthe residue was purified by medium-pressure silica gel column chromatography (eluent: n-hexane/ethyl acetate=4/1)

出典と根拠

ORDレコード
ord-a52ca05c3c6549e48e0dfeccc4ed3274
出典データセット
uspto-grants-2008_08
特許番号
US07417169B2

反応ノート

読み込み中…