Hydrochloric Acid → 5-(1,1-Dimethylethyl)-2-hydroxy-1,3-benzenedimethanol

HRID 261162

반응식

HRID 261162 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].[OH-:12].[Na+].[CH2:14]=[O:15].Cl.[CH:17](Cl)(Cl)Cl>C(O)(=O)C.O>[CH2:17]([C:9]1[CH:10]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[CH:6]=[C:7]([CH2:14][OH:15])[C:8]=1[OH:11])[OH:12]

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 6212ChloroformHCID 73934-tert-ButylphenolHCID 14798Sodium Hydroxide

생성물 1

HCID 1509815-(1,1-Dimethylethyl)-2-hydroxy-1,3-benzenedimethanol수율 99%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

반응 조건

온도
60 °C

실험 절차

200 grams (1.331 moles) of para-t-butylphenol and 400 ml. of water were placed in a 2-liter, 3-neck, round bottom flask fitted with a thermometer, a stirrer and a dropping funnel. The flask was placed in a water bath, the contents stirred and 106.6 grams (1.331 moles) of 50% aq. NaOH added. The temperature of the resulting slurry was adjusted to 30° C. (by cooling) and 227 grams (~2.8 moles) of 37% formalin added. The mixture was heated to 60° C. and stirred at that temperature for 4 hours. It was then cooled to 35° C. and 444 ml. (1.331 moles) of 3 N aq. HCl were added. Enough dilute acetic acid was then added to make the mixture just acid. 100 ml. of chloroform was stirred in and the phases allowed to separate. The chloroform layer, containing essentially all of the product resin, was removed, washed once with water, dried by azeotropic distillation and stripped in vacuo. 276 grams (99% yield) of the title product was obtained as a resinous residue which crystallized on standing; equivalent wt. 220 grams per phenolic --OH (vs 212, theoretical).

후처리

  1. customfitted with a thermometer, a stirrer and a dropping funnel
  2. customThe flask was placed in a water bath
  3. customwas adjusted to 30° C.
  4. additionadded
  5. stirringstirred at that temperature for 4 hours
  6. temperatureIt was then cooled to 35° C.
  7. customto separate
  8. additionThe chloroform layer, containing essentially all of the product resin
  9. customwas removed
  10. washwashed once with water
  11. customdried by azeotropic distillation

출처 및 근거

ORD 기록
ord-b45f44ace5544db9a485d15461ba854c
출처 데이터셋
uspto-grants-1979_08
특허 번호
US04164487

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