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

HRID 127661

反応式

HRID 127661 の反応式
[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]

参加物

8

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-53502b33ddb74b629c44abc94f73fd7f
出典データセット
uspto-grants-1981_03
特許番号
US04256844

関連ノート

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