2-Chloroethanol → 2-tert-Butyl-4-(2-hydroxyethoxy)phenol

HRID 1885907노트

반응식

HRID 1885907 반응식
[C:1]([C:5]1[CH:11]=[C:10]([OH:12])[CH:9]=[CH:8][C:6]=1[OH:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].[CH2:15](Cl)[CH2:16][OH:17].S(=O)(=O)(O)O>O.[I-].[K+]>[C:1]([C:5]1[CH:11]=[C:10]([O:12][CH2:15][CH2:16][OH:17])[CH:9]=[CH:8][C:6]=1[OH:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

7

반응물 4

HCID 342-ChloroethanolHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 16043Tert-Butylhydroquinone

생성물 1

HCID 183535672-tert-Butyl-4-(2-hydroxyethoxy)phenol수율 47.6%

시약·촉매·용매 2

HCID 4875Potassium Iodide촉매HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

332 g (2 mol) of t-butylhydroquinone and 1 g of potassium iodide were dissolved in 2 l of water under nitrogen atmosphere, and were heated to 80° C. Thereafter, to the solution thus obtained, were dropwise added 232 g (2.8 mol) of 48% sodium hydroxide aqueous solution and 200 g (2.5 mol) of ethylene chlorohydrine at the same time for 3 hours while constantly maintaining alkaline. After finishing this dropwise addition, the resultant reaction mixture was heated for 8 hours at the reflux temperature. After cooling the reaction mixture thus obtained, the reaction mixture was neutralized with sulfuric acid and was extracted with toluene. After removing solvent, the remaining material was distilled under reduced pressure and the distillate was recrystallized from toluene to obtain 200 g of 2-t-butyl-4-(2'-hydroxyethoxy)phenol. The reaction formula (alkylation) is illustrated in the following. ##STR4##

후처리

  1. customThereafter, to the solution thus obtained
  2. customfor 3 hours
  3. temperaturewhile constantly maintaining alkaline
  4. additionthis dropwise addition
  5. customthe resultant reaction mixture
  6. temperaturewas heated for 8 hours at the reflux temperature
  7. temperatureAfter cooling the reaction mixture
  8. customthus obtained
  9. extractionwas extracted with toluene
  10. customAfter removing solvent
  11. distillationthe remaining material was distilled under reduced pressure
  12. customthe distillate was recrystallized from toluene

출처 및 근거

ORD 기록
ord-f0fcf766ae6b4a88877865bba3043c1b
출처 데이터셋
uspto-grants-1992_09
특허 번호
US05147902

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