Hydrochloric Acid → 7-acetyl-1-benzoxepin-3(2H)-one

HRID 1791039ノート

反応式

HRID 1791039 の反応式
N12CCCN=C1CCCCC2.[C:12]([C:15]1[CH:16]=[CH:17][C:18]2[O:24][CH2:23][C:22](=[O:25])[CH2:21][CH:20](S(C3C=CC=CC=3)(=O)=O)[C:19]=2[CH:35]=1)(=[O:14])[CH3:13].O.Cl>ClCCl>[C:12]([C:15]1[CH:16]=[CH:17][C:18]2[O:24][CH2:23][C:22](=[O:25])[CH:21]=[CH:20][C:19]=2[CH:35]=1)(=[O:14])[CH3:13]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 220422667-acetyl-5-(phenylsulfonyl)-4,5-dihydro-1-benzoxepin-3(2H)-one

生成物 1

HCID 220422637-acetyl-1-benzoxepin-3(2H)-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

0.084 ml (1.05 equivalents) of 1,8-diazabicyclo[5.4.0]undec-7-ene is added at ambient temperature, under nitrogen, to 184 mg (0.53 mmol) of 7-acetyl-5-(phenylsulfonyl)-4,5-dihydro-1-benzoxepin-3(2H)-one, prepared according to example 14, in suspension in 20 ml of dichloromethane. From the addition of the base, the medium becomes translucent and slightly yellow. After addition of water and 1N hydrochloric acid, the phases are separated by settling and then the aqueous phase is extracted three times with dichloromethane. The combined organic phases are washed with a saturated sodium hydrogencarbonate solution and then brine. After drying and then concentrating under vacuum, 90 mg (83%) of 7-acetyl-1-benzoxepin-3(2H)-one are obtained in the form of a white solid; M.p.=92–93° C.

後処理

  1. customprepared
  2. additionFrom the addition of the base
  3. customthe phases are separated
  4. extractionthe aqueous phase is extracted three times with dichloromethane
  5. washThe combined organic phases are washed with a saturated sodium hydrogencarbonate solution
  6. customAfter drying
  7. concentrationconcentrating under vacuum, 90 mg (83%) of 7-acetyl-1-benzoxepin-3(2H)-one
  8. customare obtained in the form of a white solid

出典と根拠

ORDレコード
ord-4b1e0f16b5354988b0a789b4e223685d
出典データセット
uspto-grants-2006_07
特許番号
US07071340B2

反応ノート

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