Hydrogen Bromide → HCID 22145057, compound

HRID 1155795Notes

Reaction equation

HRID 1155795 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:8][C:9]12[CH2:19][C:13]3(Br)[CH2:14][C:15](Br)([CH2:17][C:11]([CH3:21])([CH2:12]3)[CH2:10]1)[CH2:16]2.Br>>[CH3:8][C:9]12[CH2:19][C:13]3([C:4]4[CH:5]=[CH:6][C:1]([OH:7])=[CH:2][CH:3]=4)[CH2:14][C:15]([C:4]4[CH:5]=[CH:6][C:1]([OH:7])=[CH:2][CH:3]=4)([CH2:17][C:11]([CH3:21])([CH2:12]3)[CH2:10]1)[CH2:16]2

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 996Phenol2×HCID 3631777HCID 3631777, compound

Product 1

HCID 22145057HCID 22145057, compound

Procedure

Adamantane bisphenols can be readily made available from the corresponding dibromoderivatives and phenol according to U.S. Pat. No. 3,594,427. Thus, 112 g of 1,3-dimethyl-5,7-dibromoadamantane (III) (0.35 m) (see Example 2a) and 900 g of phenol were heated together at 170° C. for six hours. After termination of the evolution of HBr, the mixture was heated to 220° C. for a further two hour period and the excess phenol was distilled off. The reaction mixture was poured into warm water and the white precipitate was filtered, washed with warm water and dried at 80° C. under vacuum. Yield 117.8 g (97%). The product was recrystallyzed from toluene. MP: 222°-224° C.

Workup

  1. distillationthe excess phenol was distilled off
  2. additionThe reaction mixture was poured
  3. temperatureinto warm water
  4. filtrationthe white precipitate was filtered
  5. washwashed with warm water
  6. customdried at 80° C. under vacuum

Sources & evidence

ORD record
ord-c0f60ba3400747a5b66dc9a001342de5
Source dataset
uspto-grants-1982_06
Patent number
US04332964

Reaction notes

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