Aluminium lithium hydride → 8-(hydroxymethyl)dibenzo[b,f][1,4]oxazepin-11 (10H)-one

HRID 638854ノート

反応式

HRID 638854 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].C[O:8][C:9]([C:11]1[CH:26]=[CH:25][C:14]2[O:15][C:16]3[CH:24]=[CH:23][CH:22]=[CH:21][C:17]=3[C:18](=[O:20])[NH:19][C:13]=2[CH:12]=1)=O>C1COCC1>[OH:8][CH2:9][C:11]1[CH:26]=[CH:25][C:14]2[O:15][C:16]3[CH:24]=[CH:23][CH:22]=[CH:21][C:17]=3[C:18](=[O:20])[NH:19][C:13]=2[CH:12]=1

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 59737222Methyl 11-oxo-10,11-dihydrodibenzo[b,f][1,4]oxazepine-8-carboxylate

生成物 1

HCID 684449008-(hydroxymethyl)dibenzo[b,f][1,4]oxazepin-11 (10H)-one収率 46%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Lithium aluminum hydride (11 mL, 11 mmole) was slowly added to the solution of 11-Oxo-10,11-dihydro-dibenzo[b,f][1,4]oxazepine-8-carboxylic acid methyl ester (1.346 g, 5 mmole) in THF under N2 at room temperature. The reaction mixture was stirred for 1 hour and 45 minutes then quenched with 2N of HCl until the pH value reaches 2-3. Removed all the THF by rotary evaporation, and extracted the reaction mixture with ethyl acetate for five times, dried the organic layer with sodium sulfate and filtered and concentrated. Obtained the desired compound (white solid) in 46% yield.

後処理

  1. customthen quenched with 2N of HCl until the pH value
  2. customRemoved all the THF
  3. customby rotary evaporation
  4. extractionextracted the reaction mixture with ethyl acetate for five times
  5. dry with materialdried the organic layer with sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-05c0e141e4594dd8902cdcb463f6e8ee
出典データセット
uspto-grants-2010_04
特許番号
US07691842B2

反応ノート

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