Epichlorohydrin → HCID 20255056, compound

HRID 638031Notes

Reaction equation

HRID 638031 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([CH3:14])[CH:11]=[C:10]([C:15]([F:18])([F:17])[F:16])[N:9]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:25]([CH:27]1[O:29][CH2:28]1)Cl>>[O:29]1[CH2:28][CH:27]1[CH2:25][O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([CH3:14])[CH:11]=[C:10]([C:15]([F:18])([F:17])[F:16])[N:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 7835EpichlorohydrinHCID 11430Potassium CarbonateHCID 136144789HCID 136144789, compound

Product 1

HCID 20255056HCID 20255056, compound

Procedure

The mixture of 17.0 g of 2-(4-hydroxyphenyl)-4-methyl-6-(trifluoromethyl)-pyrimidine, 23.1 g of potassium carbonate and 135 ml of epichlorohydrin is stirred at a temperature of 130° for 1.5 hours, then filtered with suction while hot; the filter residue is subsequently washed with methylene chloride and the filtrate is evaporated to dryness under reduced pressure. The residue is recrystallised from isopropanol and yields 2-[4-(2,3-epoxypropoxy)-phenyl]-4-methyl-6-(trifluoromethyl)pyrimidine having a melting point of 97°-99°.

Workup

  1. filtrationfiltered with suction while hot
  2. washthe filter residue is subsequently washed with methylene chloride
  3. customthe filtrate is evaporated to dryness under reduced pressure
  4. customThe residue is recrystallised from isopropanol

Sources & evidence

ORD record
ord-431c03c605234dd99f3384724c812b3c
Source dataset
uspto-grants-1985_12
Patent number
US04559354

Reaction notes

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