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

HRID 345176

反応式

HRID 345176 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d1f9f7dd98be4b859adaef1c8d9bb4dd
出典データセット
uspto-grants-1991_10
特許番号
US05055585

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