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Water → 2,3,4,5-Tetrahydro-1,4-benzoxazepine

HRID 540348
ノート
印刷プレビュー

反応式

HRID 540348 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[O:7]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[CH2:11][NH:10][C:9](=O)[CH2:8]1.O>CCOCC.O1CCCC1.C(OCC)(=O)C>[O:7]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[CH2:11][NH:10][CH2:9][CH2:8]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 962WaterHCID 9198014,5-dihydro-1,4-benzoxazepin-3(2H)-oneHCID 21226445Aluminium lithium hydride

生成物 1

HCID 218827752,3,4,5-Tetrahydro-1,4-benzoxazepine収率 90.5%

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒
HCID 8857
Ethyl Acetate
溶媒

実験手順

To the suspension of lithium aluminium hydride (15.2 g, 0.4 mol) in 600 mL of ether was added a solution of 4,5-dihydro-1,4-benzoxazepin-3(2H)-one (16.3 g, 0.1 mol) in 60 mL of tetrahydrofuran at room temperature. After being heated with stirring under reflux overnight, water was added dropwise to quench the reaction at 0° C., The resulting mixture was diluted with ethyl acetate, and then filtered by a pad of celite. The filtrate was concentrated under reduced pressure, followed by the addition of hydrochloric acid ethyl acetate solution. The hydrochloride was collected by filtration, washed with ethyl acetate then ether, and then dried in vacuo to give 13.5 g of product. MS obsd. (ESI+) [(M+H)+] 150.

後処理

  1. temperatureAfter being heated
  2. temperatureunder reflux overnight
  3. customto quench
  4. customthe reaction at 0° C.
  5. filtrationfiltered by a pad of celite
  6. concentrationThe filtrate was concentrated under reduced pressure
  7. additionfollowed by the addition of hydrochloric acid ethyl acetate solution
  8. filtrationThe hydrochloride was collected by filtration
  9. washwashed with ethyl acetate
  10. dry with materialether, and then dried in vacuo

出典と根拠

ORDレコード
ord-211d2f2e0fba4bb7af15e05910860a84
出典データセット
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08871756B2

反応ノート

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