4-Chlororesorcinol → HCID 86743099, compound

HRID 1904187Notes

Reaction equation

HRID 1904187 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:29]=[CH:28][C:27]([OH:30])=[CH:26][CH:25]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(OCCO)C.O>[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:29]=[CH:28][C:27]([OH:30])=[CH:26][CH:25]=1.[Cl:13][C:14]1[CH:20]=[CH:19][C:17]([OH:18])=[CH:16][C:15]=1[OH:21]

Participants

7

Reactant 4

HCID 17314-ChlororesorcinolHCID 70392,6-Dimethylol-p-cresolHCID 90154-MethoxyphenolHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 86743099HCID 86743099, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8076Glycol monoethyl etherSolvent2×

Procedure

2,6-Bis(hydroxymethyl)-p-cresol (30 g, 0.178 moles) (BHMPC), 4-chlororesorcinol (see Table 3), 4-methoxyphenol (see Table 3), and p-toluenesulfonic acid monohydrate (0.8 g, 0.0042 moles) were reacted in 60 ml 2-ethoxyethanol at 90°-95° C. for approximately 4 hours. The solutions were diluted with 250 mL of 2-ethoxyethanol and added dropwise to 2.4 L rapidly stirring H2O. The polymer was collected by filtration, washed 3-4 times with H2O and vacuum dried. See Table 3 for yields. See Tables 1 and 2 for glass transition and alkaline dissolution data.

Workup

  1. filtrationThe polymer was collected by filtration
  2. washwashed 3-4 times with H2O and vacuum
  3. customdried
  4. customfor yields
  5. dissolutionfor glass transition and alkaline dissolution data

Sources & evidence

ORD record
ord-d3c54ed4cc90468fb9920d3144328a2d
Source dataset
uspto-grants-1989_06
Patent number
US04837121

Reaction notes

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