Methanol → 4-Ethynylphenol

HRID 2227685Notes

Reaction equation

HRID 2227685 reaction equation
C([O:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[CH2:11])=[CH:8][CH:7]=1)(C)(C)C.CO>>[CH:11]#[C:10][C:9]1[CH:12]=[CH:13][C:6]([OH:5])=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 887MethanolHCID 5775311-(Tert-butoxy)-4-ethenylbenzene

Product 1

HCID 327584-Ethynylphenol

Procedure

A 1-liter flask was charged with 500 ml of tetrahydrofuran as a solvent and 0.01 mol of sec-butyl lithium as an initiator. To the solution at −78° C. was added 30 g of p-tert-butoxystyrene. With stirring, polymerization reaction was effected for 30 minutes. The reaction solution turned red. For producing a branched polymer, 0.005 mol of p-methylcarbonylstyrene was added to the reaction solution whereupon reaction was effected for 5 minutes. Further 15 g of p-tert-butoxystyrene was added. With stirring, polymerization reaction was effected for 30 minutes. Polymerization was stopped by adding 0.1 mol of methanol to the reaction solution.

Workup

  1. additionwas added to the reaction solution whereupon reaction
  2. custompolymerization reaction
  3. waitwas effected for 30 minutes
  4. customPolymerization

Sources & evidence

ORD record
ord-6ed89ec2311444f4b5aaa8629f058412
Source dataset
uspto-grants-2002_07
Patent number
US06414101B1

Reaction notes

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