2-Isoxazoline-3-carboxylic acid, 5-phenyl-, ethyl ester → (5-Phenyl-4,5-dihydro-1,2-oxazol-3-yl)methanol

HRID 434517

反応式

HRID 434517 の反応式
[C:1]1([CH:7]2[O:11][N:10]=[C:9]([C:12](OCC)=[O:13])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>CO>[OH:13][CH2:12][C:9]1[CH2:8][CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[O:11][N:10]=1

参加物

4

反応物 2

HCID 5388222-Isoxazoline-3-carboxylic acid, 5-phenyl-, ethyl esterHCID 4311764Sodium borohydride

生成物 1

HCID 12794210(5-Phenyl-4,5-dihydro-1,2-oxazol-3-yl)methanol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 7 g of ethyl 5-phenyl-4,5-dihydroisoxazol-3-ylcarboxylate in 70 ml of methanol, cooled with ice, is added 1.5 g of sodium borohydride in small portions with stirring. After 4 hours has passed, the solvent is distilled off under reduced pressure and the residue is extracted with ethyl acetate. The extract is washed with water, dried and the solvent is evaporated. The crystalline residue thus obtained is recrystallized from isopropyl ether, giving 3-hydroxymethyl-5-phenyl-4,5-dihydroisoxazole in the form of white crystals. Melting point: 73°-74° C.

後処理

  1. distillationthe solvent is distilled off under reduced pressure
  2. extractionthe residue is extracted with ethyl acetate
  3. washThe extract is washed with water
  4. customdried
  5. customthe solvent is evaporated
  6. customThe crystalline residue thus obtained
  7. customis recrystallized from isopropyl ether

出典と根拠

ORDレコード
ord-2c30780d8f2c4680a413e63e96597abd
出典データセット
uspto-grants-1983_08
特許番号
US04397853

関連ノート

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