Hydrochloric Acid → 4-Carboxy-5-hexyl-3-(2,6-difluorophenyl)isoxazole

HRID 434041ノート

反応式

HRID 434041 の反応式
C[O:2][C:3]([C:5]1[C:6]([C:16]2[C:21]([F:22])=[CH:20][CH:19]=[CH:18][C:17]=2[F:23])=[N:7][O:8][C:9]=1[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])=[O:4].Cl>CO>[C:3]([C:5]1[C:6]([C:16]2[C:21]([F:22])=[CH:20][CH:19]=[CH:18][C:17]=2[F:23])=[N:7][O:8][C:9]=1[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])([OH:4])=[O:2]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 187562734-Methoxycarbonyl-5-hexyl-3-(2,6-difluorophenyl)isoxazole

生成物 1

HCID 187562704-Carboxy-5-hexyl-3-(2,6-difluorophenyl)isoxazole収率 77.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

4-Methoxycarbonyl-5-hexyl-3-(2,6-difluorophenyl)isoxazole (0.30 g, 0.88 mmol) was dissolved in methanol (10 ml), 5N NAOH (1 ml) was added, and the mixture was heated at 50° C. for 2 h. Upon cooling to room temperature, HCl was added until pH 1. Extraction with ethyl acetate and subsequent washing of the organic fraction (brine), drying (MgSO4), filtering, and concentrating afforded the desired 4-carboxy-5-hexyl-3-(2,6-difluorophenyl)isoxazole (0.21 g, 72%) that was used without further purification.

後処理

  1. addition5N NAOH (1 ml) was added
  2. temperatureUpon cooling to room temperature
  3. extractionExtraction with ethyl acetate
  4. washsubsequent washing of the organic fraction (brine)
  5. dry with materialdrying (MgSO4)
  6. filtrationfiltering
  7. concentrationconcentrating

出典と根拠

ORDレコード
ord-b7efad12ae4b4bb780affa7107ff99ab
出典データセット
uspto-grants-2003_12
特許番号
US06670373B1

反応ノート

読み込み中…