(Z)-Benzaldehyde oxime → 5-(1-Hydroxypropyl)-3-phenylisoxazole

HRID 345176

반응식

HRID 345176 반응식
[CH:1](=[N:8][OH:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:10]#[C:11][CH:12]([OH:15])[CH2:13][CH3:14].Cl[O-].[Na+]>ClCCl>[OH:15][CH:12]([C:11]1[O:9][N:8]=[C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:10]=1)[CH2:13][CH3:14]

참가 물질

5

반응물 3

HCID 12143(Z)-Benzaldehyde oximeHCID 929811-Pentyn-3-olHCID 23665760Sodium Hypochlorite

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In 12.5 ml of dichloromethane, were dissolved 2.5 g (20.7 mmol) of benzaldoxime and 2.1 g (25.0 mmol) of 1-pentyne-3-ol. Under ice cooling, 14.5 g of a 12.0% aqueous solution of sodium hypochlorite were added dropwise addition, they were reacted at room temperature for 3 hours, followed by the extraction of the organic layer with dichloromethane. The extract was washed with water and the resulting organic layer was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by chromatography on a silica gel column (eluent: chloroform), whereby the target compound, namely, 5-(1-hydroxypropyl)-3-phenylisooxazole was obtained as crystals.

후처리

  1. additionaddition, they
  2. customwere reacted at room temperature for 3 hours
  3. extractionfollowed by the extraction of the organic layer with dichloromethane
  4. washThe extract was washed with water
  5. dry with materialthe resulting organic layer was dried over anhydrous sodium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. customthe residue was purified by chromatography on a silica gel column (eluent: chloroform), whereby the target compound

출처 및 근거

ORD 기록
ord-d1f9f7dd98be4b859adaef1c8d9bb4dd
출처 데이터셋
uspto-grants-1991_10
특허 번호
US05055585

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