(NE)-N-[(4-bromo-3-methylphenyl)methylidene]hydroxylamine → HCID 118046969、化合物

HRID 63877ノート

反応式

HRID 63877 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[N:9]/[OH:10])=[CH:4][C:3]=1[CH3:11].[Cl:12][C:13]1[CH:18]=[C:17]([C:19]([C:21]([F:24])([F:23])[F:22])=[CH2:20])[CH:16]=[C:15]([Cl:25])[C:14]=1[F:26].Cl([Na])=O>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:20][C:19]([C:17]3[CH:16]=[C:15]([Cl:25])[C:14]([F:26])=[C:13]([Cl:12])[CH:18]=3)([C:21]([F:24])([F:23])[F:22])[O:10][N:9]=2)=[CH:4][C:3]=1[CH3:11]

参加物

5

反応物 3

HCID 21833735(NE)-N-[(4-bromo-3-methylphenyl)methylidene]hydroxylamineHCID 584682331,3-Dichloro-2-fluoro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzeneHCID 178521654HCID 178521654、化合物

生成物 1

HCID 118046969HCID 118046969、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Into a 50-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed dichloromethane (10 mL), (E)-N-[(4-bromo-3-methylphenyl)methylidene]hydroxylamine (50 mg, 0.23 mmol, 1.00 equiv), 1,3-dichloro-2-fluoro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene (60 mg, 0.23 mmol, 1.00 equiv), chlorosylsodium (5 mL). The resulting solution was stirred overnight at room temperature. The resulting solution was diluted with 50 mL of DCM. The resulting mixture was washed with 3×10 mL of brine. The organic phase was dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 82 mg (75%) of 3-(4-bromo-3-methylphenyl)-5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazole as a white solid.

後処理

  1. customInto a 50-mL round-bottom flask purged
  2. temperaturemaintained with an inert atmosphere of nitrogen
  3. washThe resulting mixture was washed with 3×10 mL of brine
  4. dry with materialThe organic phase was dried over anhydrous sodium sulfate
  5. concentrationconcentrated under vacuum
  6. customThis resulted in 82 mg (75%) of 3-(4-bromo-3-methylphenyl)-5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazole as a white solid

出典と根拠

ORDレコード
ord-49d98bb8092f4964a6da6d10735e8f9b
出典データセット
uspto-grants-2016_09
特許番号
US09447084B2

反応ノート

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