Dimethylformamide → HCID 13393787, compound

HRID 2107720Notes

Reaction equation

HRID 2107720 reaction equation
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=O)[CH2:7][CH:8]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[O:9]2)=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:21])=O.CN(C)[CH:26]=[O:27]>>[Cl:21][C:6]1[C:5]2[C:10](=[CH:11][C:2]([F:1])=[CH:3][CH:4]=2)[O:9][CH:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:7]=1[CH:26]=[O:27]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 52705434H-1-Benzopyran-4-one, 7-fluoro-2,3-dihydro-2-phenyl-

Product 1

HCID 13393787HCID 13393787, compound

Procedure

As in example 1, but using 10 g 7-fluoro-flavanone, 100 ml dimethylformamide and 15 ml phosphorous oxychloride. Reaction time is one hour and a half at 50° C. After hydrolysis and usual work up, the residual solid is recrystallised in hexane. Pure yellow crystalline 4-chloro-7-fluoro-3-formyl-flav-3-ene is obtained; m.p. 110°-112° C.

Workup

  1. customReaction time
  2. customat 50° C
  3. customAfter hydrolysis and usual work up
  4. customthe residual solid is recrystallised in hexane

Sources & evidence

ORD record
ord-e6f6a12e08b045b6a3e95f2a065d5615
Source dataset
uspto-grants-1990_06
Patent number
US04935441

Reaction notes

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