Benzene → HCID 53970161, compound

HRID 1608408Notes

Reaction equation

HRID 1608408 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)=[C:9]([N:12]2[CH:16]=[N:15][N:14]=[N:13]2)C=O)=[CH:4][CH:3]=1.C1(P(=[CH:43][CH:44]=[O:45])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH:46]1C=CC=CC=1>>[F:23][C:20]1[CH:19]=[CH:18][C:17]([C:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)=[C:9]([N:12]2[CH:16]=[N:15][N:14]=[N:13]2)[CH:46]=[CH:43][CH:44]=[O:45])=[CH:22][CH:21]=1

Participants

4

Reactant 3

HCID 241BenzeneHCID 75051(Triphenylphosphoranylidene)acetaldehydeHCID 14877953HCID 14877953, compound

Product 1

HCID 53970161HCID 53970161, compoundYield 92%

Procedure

The reaction was carried out following the general procedure described in Example 7. A suspension of 224.4 mg (0.72 mmole) of 3,3-bis(4-fluorophenyl)-2-(1H-tetrazol-1-yl)-2-propenal and 220 mg (0.72 mmole) of triphenylphosphoranylidene acetaldehyde in 38 mL of dry benzene was stirred at room temperature for 16 hours. The crude reaction mixture was chromatographed on a silica gel column and the purified product thereby obtained was recrystallized from ethyl acetate-hexanes to give 194 mg (92%) of the title compound; m.p.=152.2°-153.7° C.

Workup

  1. customThe crude reaction mixture
  2. customwas chromatographed on a silica gel column
  3. customthe purified product thereby obtained
  4. customwas recrystallized from ethyl acetate-hexanes

Sources & evidence

ORD record
ord-e983edd7e14a486e878cc385e0c891b5
Source dataset
uspto-grants-1989_09
Patent number
US04870187

Reaction notes

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