Chloroform → HCID 67294454, compound

HRID 1183106Notes

Reaction equation

HRID 1183106 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:10]2[CH:15]=[N:14][C:13]([CH3:16])=[C:12]3[O:17][C:18]([CH3:22])([CH3:21])[O:19][CH2:20][C:11]=23)[OH:9])=[CH:4][CH:3]=1.C(Cl)(Cl)[Cl:24]>O=[Mn]=O>[Cl:24][C:3]1[CH:4]=[C:5]([C:8]([C:10]2[CH:15]=[N:14][C:13]([CH3:16])=[C:12]3[O:17][C:18]([CH3:22])([CH3:21])[O:19][CH2:20][C:11]=23)=[O:9])[CH:6]=[CH:7][C:2]=1[F:1]

Participants

4

Reactant 2

HCID 6212ChloroformHCID 46743559HCID 46743559, compound

Product 1

HCID 67294454HCID 67294454, compound

Reagents, catalysts & solvents 1

HCID 14801Manganese dioxideCatalyst

Procedure

6.6 g of (4-fluorophenyl)(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol was dissolved with heat in 150 mL of CHCl3. 12 g of MnO2 was added to this solution and the suspension was refluxed for 2 h. The MnO2 was then filtered over a 1 cm pad of silica gel and the clear organic phase evaporated to yield pure (3-Chloro-4-fluorophenyl) (2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanone.

Workup

  1. temperaturethe suspension was refluxed for 2 h
  2. filtrationThe MnO2 was then filtered over a 1 cm pad of silica gel
  3. customthe clear organic phase evaporated

Sources & evidence

ORD record
ord-578c82c10ad64b7a8a62ef85de104b1b
Source dataset
uspto-grants-2014_03
Patent number
US08664248B2

Reaction notes

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