1,4-Benzenedimethanol → Benzaldehyde, hydroxymethyl-

HRID 1586873Notes

Reaction equation

HRID 1586873 reaction equation
OC[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:8])=[CH:5][CH:4]=1.C1(CO)C=CC([CH2:17][OH:18])=CC=1.C(=O)C1C=CC(C=O)=CC=1>>[OH:18][CH2:17][C:5]1[CH:4]=[CH:3][CH:10]=[CH:9][C:6]=1[CH:7]=[O:8]

Participants

4

Reactant 3

HCID 115061,4-BenzenedimethanolHCID 12173TerephthalaldehydeHCID 5563304-(Hydroxymethyl)benzaldehyde

Product 1

HCID 184728Benzaldehyde, hydroxymethyl-

Procedure

167.0 g of sodium carbonate and 1200 g of distilled water were placed in a four-necked flask equipped with a reflux condenser, a lagged dropping funnel, a thermometer and a stirrer, and the atmosphere in the flask was replaced with nitrogen and then adjusted to 100° C. Next, 100 g of α,α,α'-trichloro-p-xylene having a purity of 90% by weight obtained in the same manner as in Preparation Example 1 were added dropwise thereto over 10 minutes. After an aging reaction was carried out for 10 hours, the resultant reaction solution was analyzed by the use of gas chromatography. As a result, it was found that the reaction solution was composed of 85% by weight of p-hydroxymethylbenzaldehyde, 4.8% by weight of p-xylylene glycol, 2.8% by weight of terephthalaldehyde and 7.4% by weight of the others.

Workup

  1. additionwere added dropwise
  2. customAfter an aging reaction
  3. waitwas carried out for 10 hours
  4. customthe resultant reaction solution

Sources & evidence

ORD record
ord-aef06d7cc59c40038037f688d9804ce5
Source dataset
uspto-grants-1993_06
Patent number
US05216112

Reaction notes

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