Allyl phenyl ether → HCID 14328878, compound

HRID 867959

Reaction equation

HRID 867959 reaction equation
[N:1]1([CH2:6][C:7]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=2)=[N+:8]([O-:10])[CH3:9])[CH:5]=[CH:4][N:3]=[CH:2]1.[CH2:21]([O:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH:22]=[CH2:23]>C1(C)C=CC=CC=1>[N:1]1([CH2:6][C:7]2([C:11]3[CH:20]=[CH:19][C:18]4[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=4)[CH:12]=3)[CH2:23][CH:22]([CH2:21][O:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[O:10][N:8]2[CH3:9])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 74458Allyl phenyl etherHCID 867424722-(1H-Imidazol-1-yl)-N-methyl-1-(2-naphthalenyl)ethanimine N-oxide

Product 1

HCID 14328878HCID 14328878, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of compound 2 (9.0 g, 0.034 mol) and phenyl allyl ether (6.98 ml, 0.051 mol) in 200 ml of toluene is refluxed for 48 hours, cooled and evaporated under vacuum. The semisolid that remained (7.30 g, 54%) is crystallized from ether and recrystallized from ethyl acetate to give tan crystals. Yield: 2.4 g (18%); m.p. 176°-178° C. (Found: C, 74.96; H, 6.41; N, 10.40. C25H25N3O2 requires: C, 75.16; H, 6.31; N, 10.52).

Workup

  1. temperatureis refluxed for 48 hours
  2. temperaturecooled
  3. customevaporated under vacuum
  4. customis crystallized from ether
  5. customrecrystallized from ethyl acetate
  6. customto give tan crystals

Sources & evidence

ORD record
ord-40739d68791d434b838e2b7febef88e8
Source dataset
uspto-grants-1988_10
Patent number
US04777263

Linked notes

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