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Water → 8-acetoxy-4-(2-(diphenylmethoxy)ethyl)-3,4-dihydro-2H-1,4-benzoxazine

HRID 2186727
ノート
印刷プレビュー

反応式

HRID 2186727 の反応式
[C:1]([O:4][C:5]1[C:14]2[O:13][CH2:12][C:11](=O)[N:10]([CH2:16][CH2:17][O:18][CH:19]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:9]=2[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2].B.C1COCC1.O>C1COCC1>[C:1]([O:4][C:5]1[C:14]2[O:13][CH2:12][CH2:11][N:10]([CH2:16][CH2:17][O:18][CH:19]([C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=3)[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:9]=2[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 2723981Borane;tetrahydrofuranHCID 224489238-acetoxy-4-(2-(diphenylmethoxy)ethyl)-3-oxo-3,4-dihydro-2H-1,4-benzoxazine

生成物 1

HCID 224489878-acetoxy-4-(2-(diphenylmethoxy)ethyl)-3,4-dihydro-2H-1,4-benzoxazine収率 90.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

8-acetoxy-4-(2-(diphenylmethoxy)ethyl)-3-oxo-3,4-dihydro-2H-1,4-benzooxazine (630 mg) was dissolved in THF (10 ml), and a 1.0M borane THF solution (4.5 ml) was added to the resultant solution at 0° C., followed by stirring at room temperature for 4 hours. After water was added to the reaction solution to terminate reaction, the reaction solution was extracted with ethyl acetate. The resultant organic layer was washed with water, saturated sodium bicarbonate water, water and saturated brine, dried over sodium sulfate, and then concentrated. The residue was purified by medium-pressure column chromatography (solvent:ethyl acetate/cyclohexane=1/5) to obtain the colorless oily object compound (550 mg, yield 90%).

後処理

  1. customto terminate
  2. customreaction
  3. extractionthe reaction solution was extracted with ethyl acetate
  4. washThe resultant organic layer was washed with water, saturated sodium bicarbonate water, water and saturated brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified by medium-pressure column chromatography (solvent:ethyl acetate/cyclohexane=1/5)

出典と根拠

ORDレコード
ord-f7afe46f86564b3eaf7eeeec569cdb24
出典データセット
uspto-grants-2002_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06407096B1

反応ノート

読み込み中…

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