4-Chlororesorcinol → HCID 86743098, compound

HRID 1493818Notes

Reaction equation

HRID 1493818 reaction equation
[OH:1][CH2:2][C:3]1[C:8]([OH:9])=[C:7]([CH2:10][OH:11])[CH:6]=[C:5]([CH3:12])[CH:4]=1.[Cl:13][C:14]1[CH:20]=[CH:19][C:17]([OH:18])=[CH:16][C:15]=1[OH:21].[CH3:22][O:23][C:24]1[CH:25]=[C:26]([OH:30])[CH:27]=[CH:28][CH:29]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[OH:11][CH2:10][C:7]1[C:8]([OH:9])=[C:3]([CH2:2][OH:1])[CH:4]=[C:5]([CH3:12])[CH:6]=1.[CH3:22][O:23][C:24]1[CH:25]=[C:26]([OH:30])[CH:27]=[CH:28][CH:29]=1.[Cl:13][C:14]1[CH:20]=[CH:19][C:17]([OH:18])=[CH:16][C:15]=1[OH:21]

Participants

5

Reactant 4

HCID 17314-ChlororesorcinolHCID 70392,6-Dimethylol-p-cresolHCID 90073-MethoxyphenolHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 86743098HCID 86743098, compound

Procedure

2,6-Bis(hydroxymethyl)-p-cresol (25.00 g, 0.149 moles), 4-chlororesorcinol (18.26 g, 0.127 moles), 3-methoxyphenol (3.69 g, 0.03 moles) and p-toluenesulfonic acid monohydrate (0.67 g, 0.0035 moles) were reacted four hours isolated as described in Example 3 (except an additional reslurry/filtration step was added) to yield 40.4 g novolak. See Tables 1 and 2 for glass transition and alkaline dissolution data. The ortho-, ortho-linkages of the alternating copolymers and the terminal groups were identified by 13C NMR analysis.

Workup

  1. customisolated
  2. filtrationexcept an additional reslurry/filtration step
  3. additionwas added)
  4. customto yield 40.4 g novolak
  5. dissolutionfor glass transition and alkaline dissolution data

Sources & evidence

ORD record
ord-c3c4f335efd44d8698cfb39c5aa469da
Source dataset
uspto-grants-1991_06
Patent number
US05024921

Reaction notes

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