Benzyl Chloride → HCID 14773084, 화합물

HRID 1723352

반응식

HRID 1723352 반응식
[Na].[OH:2][C:3]1[C:4]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:5][C:6]2[C:11]([CH:12]=1)=[C:10]([OH:13])[CH:9]=[CH:8][CH:7]=2.[CH2:19](Cl)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(O)C>[CH2:19]([O:13][C:10]1[CH:9]=[CH:8][CH:7]=[C:6]2[C:11]=1[CH:12]=[C:3]([OH:2])[C:4]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:5]2)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

참가 물질

5

반응물 3

HCID 7503Benzyl ChlorideHCID 5360545SodiumHCID 14773083Ethyl 3,5-dihydroxynaphthalene-2-carboxylate

생성물 1

HCID 14773084HCID 14773084, 화합물수율 7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a stirred solution of 7.8 g (0.34 g atom) of sodium in 1,000 cc of ethanol, was added 85 g (0.37 mole) of ethyl 3,5-dihydroxy-2-naphthoate. After one-half hour 47 g (0.37 g mole) of benzyl chloride was added. The reaction mixture was warmed under reflux for 24 hours. The hot reaction mixture was filtered and cooled in an ice bath. A tan solid precipitated out, which was filtered off yielding 15.0 g (m.p. 98°-115° C.) of the crude product. Recrystallization first from ethanol and then from acetonitrile furnished ethyl 5-benzyloxy-3-hydroxy-2-naphthoate, m.p. 112° C.-114° C. in 7 percent yield (7.3 g).

후처리

  1. temperatureThe reaction mixture was warmed
  2. temperatureunder reflux for 24 hours
  3. filtrationThe hot reaction mixture was filtered
  4. temperaturecooled in an ice bath
  5. customA tan solid precipitated out
  6. filtrationwhich was filtered off
  7. customyielding 15.0 g (m.p. 98°-115° C.) of the crude product
  8. customRecrystallization first from ethanol

출처 및 근거

ORD 기록
ord-b55fcd8880934161831bc32f69c435ff
출처 데이터셋
uspto-grants-1989_08
특허 번호
US04861795

연결된 노트

불러오는 중…