Benzyl Chloride → HCID 14773084、化合物

HRID 1723352

反応式

HRID 1723352 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 14773084HCID 14773084、化合物収率 7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b55fcd8880934161831bc32f69c435ff
出典データセット
uspto-grants-1989_08
特許番号
US04861795

関連ノート

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