Thionyl Chloride → 4-[(4-Chloromethyl-2-methoxyphenoxy)methyl]-2-(2-furyl)-1,3-oxazole

HRID 2221571노트

반응식

HRID 2221571 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][CH:8]=[C:9]([CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19]O)=[CH:15][C:14]=2[O:21][CH3:22])[N:10]=1.S(Cl)([Cl:25])=O>>[Cl:25][CH2:19][C:16]1[CH:17]=[CH:18][C:13]([O:12][CH2:11][C:9]2[N:10]=[C:6]([C:2]3[O:1][CH:5]=[CH:4][CH:3]=3)[O:7][CH:8]=2)=[C:14]([O:21][CH3:22])[CH:15]=1

참가 물질

3

반응물 2

HCID 24386Thionyl ChlorideHCID 69215267(4-([2-(2-Furyl)-1,3-oxazol-4-yl]methoxy)-3-methoxyphenyl)methanol

생성물 1

HCID 230763434-[(4-Chloromethyl-2-methoxyphenoxy)methyl]-2-(2-furyl)-1,3-oxazole수율 74%

실험 절차

(4-([2-(2-Furyl)-1,3-oxazol-4-yl]methoxy)-3-methoxyphenyl)methanol (5.0 g) was added to thionyl chloride (5 mL) at 0° C., and the mixture was stirred at room temperature for 30 min. The reaction mixture was concentrated and ethyl acetate was added to the residue. The ethyl acetate layer was washed successively with saturated aqueous sodium hydrogen carbonate, saturated brine, dried over anhydrous magnesium sulfate and concentrated to give 4-[(4-chloromethyl-2-methoxyphenoxy)methyl]-2-(2-furyl)-1,3-oxazole as pale-brown crystals (3.95 g, yield 74%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 123-124° C.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additionethyl acetate was added to the residue
  3. washThe ethyl acetate layer was washed successively with saturated aqueous sodium hydrogen carbonate, saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-896bb66f1413436bb18ce9d6b95f8610
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07368578B2

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