Phenol → Phenol--2,6,6-trimethylbicyclo(3.1.1)hept-2-ene (1/1)

HRID 2210215Notes

Reaction equation

HRID 2210215 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.B(F)(F)F.[CH3:12][C:13]1[CH:18]2[C:19]([CH3:21])([CH3:20])[CH:16]([CH2:17]2)[CH2:15][CH:14]=1>>[CH3:12][C:13]1[CH:18]2[C:19]([CH3:21])([CH3:20])[CH:16]([CH2:17]2)[CH2:15][CH:14]=1.[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 996Phenol2×HCID 6356Boron trifluorideHCID 6654(+-)-alpha-Pinene2×

Product 1

HCID 168360Phenol--2,6,6-trimethylbicyclo(3.1.1)hept-2-ene (1/1)Yield 97%

Procedure

Using the process of Example I, 60.1 parts of phenol in 269.2 parts of solvent, 1.5 parts diethyl ether complex of boron trifluoride and 189.9 parts of α-pinene (an α-pinene to phenol ratio of 2.2:1) were reacted to form an α-pinene-phenol resin in a 97% yield with a ring and ball softening point of 109° C. The resin had a color of 5+ on the Gardner scale.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-32b303304faa456f8df352f71b032b28
Source dataset
uspto-grants-1995_10
Patent number
US05457175

Reaction notes

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