Benzene → 5-(1-Hydroxypropyl)-3-phenylisoxazole

HRID 1742520

반응식

HRID 1742520 반응식
C1(C(NCl)=[O:8])C=CC=CC=1.[CH:11]#[C:12][CH:13]([OH:16])[CH2:14][CH3:15].C([N:19]([CH2:22][CH3:23])CC)C.[CH:24]1C=[CH:28][CH:27]=[CH:26][CH:25]=1>>[OH:16][CH:13]([C:14]1[O:8][N:19]=[C:22]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:15]=1)[CH2:12][CH3:11]

참가 물질

5

반응물 4

HCID 241BenzeneHCID 8471TriethylamineHCID 929811-Pentyn-3-olHCID 12256294Benzamide, N-chloro-

생성물 1

HCID 151807655-(1-Hydroxypropyl)-3-phenylisoxazole

실험 절차

Dissolved in 200 ml of benzene were 18.5 g (0.12 mol) of benzenehydroxamic acid chloride synthesized in accordance with a known process [J.Org.Chem., 45, 3916 (1980)] and 10.0 g (0.12 mole) of 1-pentyne-3-ol, followed by the dropwise addition of 18 g (0.18 mol) of triethylamine under ice cooling. After they were reacted under reflux for 10 hours, the reaction mixture was washed with water and the organic layer was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resulting residue was purified by chromatography on a silica gel column (eluent: chloroform), whereby 5-(1-hydroxypropyl)-3-phenylisoxazole was obtained as colorless crystals. Analytical results of the crystals obtained: Yield: 19.3 g (79.7%). Melting point: 101°-102° C.

후처리

  1. customAfter they were reacted
  2. temperatureunder reflux for 10 hours
  3. washthe reaction mixture was washed with water
  4. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customThe resulting residue was purified by chromatography on a silica gel column (eluent: chloroform)

출처 및 근거

ORD 기록
ord-4618301d584947f1a421f6768e41ddc8
출처 데이터셋
uspto-grants-1994_08
특허 번호
US05338857

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