Hydrogen Bromide → HCID 14496389, compound

HRID 1199306Notes

Reaction equation

HRID 1199306 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[N:11][C:12]([C:15]3[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[CH:17][CH:16]=3)=[N:13][CH:14]=2)=[CH:5][CH:4]=1.Br>C(O)(=O)C>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:14]=[N:13][C:12]([C:15]3[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[CH:17][CH:16]=3)=[N:11][CH:10]=2)=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 14496388HCID 14496388, compound

Product 1

HCID 14496389HCID 14496389, compoundYield 56.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 60 g of 5-(4-methoxyphenyl)-2-(4-nonylphenyl)pyrimidine, 240 g of hydrobromic acid and one liter of acetic acid was refluxed for 40 hours. After a large portion of acetic acid was distilled away, the residue was added to a solution of 2N sodium hydroxide. The obtained crystals were recrystallized from ethyl acetate, and 32.6 g of 5-(4-hydroxyphenyl)-2-(4-nonylphenyl)pyrimidine was obtained. This compound showed liquid crystal property and its phase transition temperatures were 98.4° C. at C--SA phase and 138.6° C. at SA --I phase.

Workup

  1. temperaturewas refluxed for 40 hours
  2. distillationAfter a large portion of acetic acid was distilled away
  3. additionthe residue was added to a solution of 2N sodium hydroxide
  4. customThe obtained crystals were recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-3e0ea081ceac462fb785a2be47d9ed1b
Source dataset
uspto-grants-1990_02
Patent number
US04900472

Reaction notes

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