Formaldehyde → 2-Butylphenol

HRID 1155480

Reaction equation

HRID 1155480 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8](O)=[CH:7][CH:6]=1)([CH3:4])(C)C.[OH-:12].[Na+].C=O.S(=O)(=O)(O)O.[CH2:21](O)[C:22]1OC=CC=1>C1(C)C(C)=CC=CC=1>[CH2:1]([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:10]=1[OH:12])[CH2:4][CH2:21][CH3:22]

Participants

7

Reactant 5

HCID 712Formaldehyde2×HCID 1118Sulfuric AcidHCID 7361Furfuryl AlcoholHCID 73934-tert-ButylphenolHCID 14798Sodium Hydroxide

Product 1

HCID 185152-Butylphenol

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

1 200 Parts of p-tert-butylphenol, 800 parts of xylene, 240 parts of sodium hydroxide solution and 1 296 parts of 37% aqueous formaldehyde are reacted as in Example 1 in the apparatus of Example 1 until the formaldehyde content is 1.7%. Then, as in Example 1, the pH is adjusted to 5.5 with 25% sulphuric acid, followed by working up. 1 568 Parts of furfuryl alcohol are then added and 450 ml of aqueous phase is azeotropically distilled off at maximum temperature of 177° C. as in Example 1. After distilling off the entrainer at 130° C./100 mbar, 1 225 parts of furfuryl alcohol are added and 3 890 parts of a furan resin solution are obtained having a residue of 60% (1 hour/170° C.) and a viscosity of 4 750 mPa.s/20° C.

Workup

  1. distillation450 ml of aqueous phase is azeotropically distilled off at maximum temperature of 177° C. as in Example 1
  2. distillationAfter distilling off the entrainer at 130° C./100 mbar, 1 225 parts of furfuryl alcohol
  3. additionare added

Sources & evidence

ORD record
ord-ed92a3bff2ac4ef2add2fcd1845c0fbb
Source dataset
uspto-grants-1981_11
Patent number
US04302380

Linked notes

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