Methanol → 4-(2-(diphenylmethoxy)ethyl)-8-hydroxy-3,4-dihydro-2H-1,4-benzoxazine

HRID 2186728ノート

反応式

HRID 2186728 の反応式
C([O:4][C:5]1[C:14]2[O:13][CH2:12][CH2:11][N:10]([CH2:15][CH2:16][O:17][CH:18]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:9]=2[CH:8]=[CH:7][CH:6]=1)(=O)C.CO.C(=O)([O-])[O-].[K+].[K+]>C1COCC1>[C:25]1([CH:18]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[O:17][CH2:16][CH2:15][N:10]2[C:9]3[CH:8]=[CH:7][CH:6]=[C:5]([OH:4])[C:14]=3[O:13][CH2:12][CH2:11]2)[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

参加物

5

反応物 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 224489878-acetoxy-4-(2-(diphenylmethoxy)ethyl)-3,4-dihydro-2H-1,4-benzoxazine

生成物 1

HCID 213498804-(2-(diphenylmethoxy)ethyl)-8-hydroxy-3,4-dihydro-2H-1,4-benzoxazine収率 99.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

8-acetoxy-4-(2-(diphenylmethoxy)ethyl)-3,4-dihydro-2H-1,4-benzoxazine (482 mg) was dissolved in THF (2 ml) and a methanol (10 ml), and anhydrous potassium carbonate (250 mg) was added to the resultant solution, and the mixture was stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure, and the residue was poured into 5% citric acid, and then extracted with ethyl acetate. The resultant organic layer was washed with water and saturated brine, dried over sodium sulfate, and then concentrated to obtain the colorless oily object compound (429 mg, yield 99%).

後処理

  1. distillationThe solvent was distilled off under reduced pressure
  2. additionthe residue was poured into 5% citric acid
  3. extractionextracted with ethyl acetate
  4. washThe resultant organic layer was washed with water and saturated brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-14cb420f5fee40cd9eea772f15b7fbed
出典データセット
uspto-grants-2002_06
特許番号
US06407096B1

反応ノート

読み込み中…