Water → 5-Bromo-3-(3-chlorophenyl)-2,1-benzisoxazole

HRID 346970

반응식

HRID 346970 반응식
[OH-].[Na+].[Br:3][C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=O)=[CH:6][CH:5]=1.[Cl:13][C:14]1[CH:15]=[C:16]([CH2:20]C#N)[CH:17]=[CH:18][CH:19]=1.O>CO>[Br:3][C:4]1[CH:5]=[CH:6][C:7]2[C:8]([CH:9]=1)=[C:20]([C:16]1[CH:17]=[CH:18][CH:19]=[C:14]([Cl:13])[CH:15]=1)[O:12][N:10]=2

참가 물질

6

반응물 4

HCID 962WaterHCID 114661-Bromo-4-nitrobenzeneHCID 14798Sodium HydroxideHCID 73722m-Chlorophenylacetonitrile

생성물 1

HCID 120166705-Bromo-3-(3-chlorophenyl)-2,1-benzisoxazole수율 34.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Sodium hydroxide (0.62 mol) was dissolved in methanol (100 ml) and the mixture was cooled till room temperature. 1-bromo-4-nitro-benzene (0.124 mol), followed by 3-chloro-benzeneacetonitrile (0.223 mol) were added dropwise, the temperature raised till 50° C. and the mixture was stirred at room temperature for one night. The mixture was poured into water and ice, the precipitate was filtered off, washed with water and extracted with CH2Cl2 and CH3OH. The organic layer was dried (MgSO4), filtered off and evaporated till dryness. The residue was taken up in Et2O, filtered off and dried, yielding 13.2 g (34.8%) of 5-bromo-3-(3-chlorophenyl)-2,1-benzisoxazole, mp. 163° C. (intermediate 1).

후처리

  1. additionwere added dropwise
  2. temperaturethe temperature raised till 50° C.
  3. filtrationthe precipitate was filtered off
  4. washwashed with water
  5. extractionextracted with CH2Cl2 and CH3OH
  6. dry with materialThe organic layer was dried (MgSO4)
  7. filtrationfiltered off
  8. customevaporated till dryness
  9. filtrationfiltered off
  10. customdried

출처 및 근거

ORD 기록
ord-d279aa93bcb64ec0a3f9cb083911bb48
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07173040B2

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