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

HRID 434517노트

반응식

HRID 434517 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2c30780d8f2c4680a413e63e96597abd
출처 데이터셋
uspto-grants-1983_08
특허 번호
US04397853

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