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

HRID 1450637

반응식

HRID 1450637 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.

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-72b138b7494d4b02a1e7c20647ea9ca9
출처 데이터셋
uspto-grants-1997_02
특허 번호
US05602160

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