Acetic Acid → Ethyl 1,4-dihydroxynaphthalene-2-carboxylate

HRID 980122ノート

反応式

HRID 980122 の反応式
[O:1]([C:8]([C:10]1[CH:19]=[C:18]([OH:20])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]=1[OH:21])=[O:9])[C:2]1C=CC=C[CH:3]=1.CC[O-].[Na+].C(O)(=O)C>C(O)C>[CH2:2]([O:1][C:8]([C:10]1[CH:19]=[C:18]([OH:20])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]=1[OH:21])=[O:9])[CH3:3]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 6042492-Naphthalenecarboxylic acid, 1,4-dihydroxy-, phenyl esterHCID 2723922Sodium ethoxide

生成物 1

HCID 12388086Ethyl 1,4-dihydroxynaphthalene-2-carboxylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

28 g of 2-phenoxycarbonyl-1,4-dihydroxynaphthalene was dissolved in ethanol under a nitrogen stream, and 20.4 g of sodium ethylate was added thereto, followed by refluxing for 5 hours under heating. After being cooled, the solution was made weakly acidic with acetic acid, then ethanol was distilled off. Ethyl acetate and water were added thereto to separate and extract the product. The product was purified through silica gel column chromatography with an element having the same composition as that used in the Synthesis Example 1 to obtain compound (6) as crytals. Yield: 13 g (56%).

後処理

  1. additionwas added
  2. temperatureby refluxing for 5 hours
  3. temperatureunder heating
  4. temperatureAfter being cooled
  5. distillationethanol was distilled off
  6. additionEthyl acetate and water were added
  7. customto separate
  8. extractionextract the product
  9. customThe product was purified through silica gel column chromatography with an element
  10. customthat used in the Synthesis Example 1

出典と根拠

ORDレコード
ord-33f842f66bb74f2aa01e9a5fa2a63fb6
出典データセット
uspto-grants-1987_01
特許番号
US04636456

反応ノート

読み込み中…