Potassium Hydroxide → 2,3,4,5-Tetrahydro-1,5-benzoxazepine

HRID 50980

反応式

HRID 50980 の反応式
[OH-].[K+].ClC[CH2:5][CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[O:9][C:8]1=O>C(O)CCC>[O:9]1[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[NH:7][CH2:6][CH2:5][CH2:8]1

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 100360722(3H)-Benzoxazolone, 3-(3-chloropropyl)-

生成物 1

HCID 5777522,3,4,5-Tetrahydro-1,5-benzoxazepine収率 54.4%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

Powdered KOH (37.60 g, 0.67 mol) was added to a slurry of 3-(3-chloropropyl)-1,3-benzoxazol-2(3H)-one (35.75 g, 0.169 mol) in n-butanol (450 mL) under N2 gas and refluxed for 52 hours. The mixture was filtered and reduced to dryness under reduced pressure. The residue was taken up in H2O (500 mL) and extracted with ether (3×200 mL). The organic was washed with 10% HCl (2×200 mL), dried over MgSO4, and stripped of solvent under reduced pressure. Purification by flash chromatography (50% EtOAc in hexanes) yielded 13.72 g (54%) of 2,3,4,5-tetrahydro-1,5-benzoxazepine as a powder, m.p. 50-51° C. (M+H)+ 149.

後処理

  1. temperaturerefluxed for 52 hours
  2. filtrationThe mixture was filtered
  3. extractionextracted with ether (3×200 mL)
  4. washThe organic was washed with 10% HCl (2×200 mL)
  5. dry with materialdried over MgSO4
  6. customPurification by flash chromatography (50% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-976260e899e04a89a7c17e9e744c8602
出典データセット
uspto-grants-2004_03
特許番号
US06713471B1

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