Hydrochloric Acid → 1-(2,4-Dihydroxyphenyl)-2-methyl-1-butanone

HRID 345737ノート

反応式

HRID 345737 の反応式
[C:1]1([CH:8]=[CH:7][CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].Cl.O.C(Cl)(Cl)Cl.[CH3:15][CH2:16][C@@H:17]([C:19](O)=[O:20])[CH3:18]>[Cl-].[Zn+2].[Cl-]>[OH:2][C:1]1[CH:3]=[C:4]([OH:5])[CH:6]=[CH:7][C:8]=1[C:19](=[O:20])[CH:17]([CH3:18])[CH2:16][CH3:15]

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 5054ResorcinolHCID 6212ChloroformHCID 448893(S)-2-methylbutanoic acid

生成物 1

HCID 147163011-(2,4-Dihydroxyphenyl)-2-methyl-1-butanone収率 31.7%

試薬・触媒・溶媒 1

HCID 3007855Zincchloride触媒

反応条件

温度
110 °C

実験手順

16.3 g of anhydrous zinc chloride was dissolved in 10.3 g of S-(+)-2-methylbutanoic acid by heating to 110° C. 13.2 g of resorcinol was added to the mixture and then the temperature of the admixture was raised to 150° C. over a period of 30 minutes under stirring. The reaction mixture was then cooled to the room temperature, and a mixture composed of 25 ml of hydrochloric acid and 25 ml of water was added thereto. The reaction mixture was then subjected to extraction for three times, each by using 50 ml of ethyl ether. The extracts were joined together and rinsed with an aquesous solution of NaHCO3 for three times, and then rinsed with water for three times. Anhydrous Na2SO4 was added to the rinsed extract to dry the ethyl ether extract. Ethyl ether was removed to obtain a liquid reaction product which was refined through silica gel column chromatography while using chloroform as the eluent. As a result, 6.2 g of 3-hydroxy-4 -(1-oxo-2-methylbutyl)phenol was obtained.

後処理

  1. temperaturethe temperature of the admixture was raised to 150° C. over a period of 30 minutes
  2. temperatureThe reaction mixture was then cooled to the room temperature
  3. additionwas added
  4. extractionThe reaction mixture was then subjected to extraction for three times
  5. washrinsed with an aquesous solution of NaHCO3 for three times
  6. washrinsed with water for three times
  7. additionAnhydrous Na2SO4 was added to the rinsed
  8. extractionextract
  9. dry with materialto dry the ethyl ether
  10. extractionextract
  11. customEthyl ether was removed
  12. customto obtain
  13. customa liquid reaction product which

出典と根拠

ORDレコード
ord-c3a4b032dd93440ebe4df731949219df
出典データセット
uspto-grants-1991_10
特許番号
US05059345

反応ノート

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