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

HRID 980122노트

반응식

HRID 980122 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-33f842f66bb74f2aa01e9a5fa2a63fb6
출처 데이터셋
uspto-grants-1987_01
특허 번호
US04636456

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