Ethanol → 2-(4-Tert-butylphenoxy)acetic acid

HRID 485001

반응식

HRID 485001 반응식
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C(O)C.C[O-].[Na+].Br[CH2:19][C:20]([OH:22])=[O:21]>CO.Cl>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([O:11][CH2:19][C:20]([OH:22])=[O:21])=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

7

반응물 4

HCID 702EthanolHCID 6227Bromoacetic AcidHCID 73934-tert-ButylphenolHCID 10942334Sodium Methoxide

생성물 1

HCID 157182-(4-Tert-butylphenoxy)acetic acid

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 887Methanol용매

실험 절차

4-t-butylphenol, 37.5 gm, was added to 300 ml of ethanol. 57.2 gm of a 25% solution of sodium methoxide (2 equivalents) in methanol was then added to the system. The system was stirred at room temperature for approximately 0.5 hour. Afterwards, 29.5 ml of bromoacetic acid was added and the system then heated to reflux for 18 hours. The reaction was then stopped and the solvent removed by stripping. The resulting solid was dissolved in methylene chloride; dilute sodium hydroxide was added to give a basic pH. The resulting precipitate was dissolved in hydrochloric acid, and then extracted with methylene chloride. The methylene chloride was stripped and the resulting crude product air dried. Toluene was then added to the product. The toluene was removed by stripping and any remaining water was azeotroped off with the toluene to give 33.3 gm of 4-t-butylphenoxyacetic acid.

후처리

  1. temperaturethe system then heated
  2. temperatureto reflux for 18 hours
  3. customthe solvent removed by stripping
  4. dissolutionThe resulting solid was dissolved in methylene chloride
  5. additiondilute sodium hydroxide was added
  6. customto give a basic pH
  7. extractionextracted with methylene chloride
  8. dry with materialthe resulting crude product air dried
  9. additionToluene was then added to the product
  10. customThe toluene was removed
  11. customany remaining water was azeotroped off with the toluene

출처 및 근거

ORD 기록
ord-4217d82642264f12bef6273d17ba76d3
출처 데이터셋
uspto-grants-1985_08
특허 번호
US04535087

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