Sulfuric Acid → 6,7-Difluoro-3-methyl-3,4-dihydro-5-oxa-2a-aza-acenaphthylene-1,2-dione

HRID 729424노트

반응식

HRID 729424 반응식
S(=O)(=O)(O)[OH:2].[F:6][C:7]1[CH:22]=[CH:21][C:10]2[N:11]([C:16](=[O:20])[CH:17]=NO)[CH:12]([CH3:15])[CH2:13][O:14][C:9]=2[C:8]=1[F:23]>O>[F:23][C:8]1[C:7]([F:6])=[CH:22][C:21]2=[C:10]3[C:9]=1[O:14][CH2:13][CH:12]([CH3:15])[N:11]3[C:16](=[O:20])[C:17]2=[O:2]

참가 물질

4

반응물 2

HCID 1118Sulfuric AcidHCID 73857481(7,8-Difluoro-3-methyl-2,3-dihydro-1,4-benzoxazin-4-yl)-oxoacetaldehyde oxime

생성물 1

HCID 219793946,7-Difluoro-3-methyl-3,4-dihydro-5-oxa-2a-aza-acenaphthylene-1,2-dione

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
80 °C

실험 절차

A solution of 45 mL of 98% sulfuric acid in 18 mL of water is heated to 50° C. to 60° C. and treated portionwise over 30 minutes with 10.5 g (41 mmol) of (7,8-difluoro-3-methyl-2,3-dihydro-1,4-benzoxazin-4-yl)oxoacetaldehyde oxime (Example 29). After the addition is complete, the reaction is heated to 80° C. for 15 minutes and poured onto 200 mL of ice and water. The mixture is stirred until the ice melts and the solid is removed by filtration, washed with water and the wet filter cake is dissolved in dichloromethane. The organic solution is washed with water (2×200 mL), dried (MgSO4), filtered and concentrated in vacuo affording 7.1 g of the title compound, mp 169-171° C.

후처리

  1. additionAfter the addition
  2. customthe solid is removed by filtration
  3. washwashed with water
  4. dissolutionthe wet filter cake is dissolved in dichloromethane
  5. washThe organic solution is washed with water (2×200 mL)
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-06a7ae4ec17e4b94a646d8e50fbb8b21
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582627B2

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