HCID 19895647, compound → HCID 15681329, compound

HRID 1073970Notes

Reaction equation

HRID 1073970 reaction equation
[CH3:1][C:2]([CH3:20])([O:11][C:12]1[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=1)[C:3]#[C:4][C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1>ClC1C=CC=CC=1Cl>[CH3:1][C:2]1([CH3:20])[CH:3]=[C:4]([C:5]2[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=2)[C:19]2[CH:18]=[C:15]([C:16]#[N:17])[CH:14]=[CH:13][C:12]=2[O:11]1

Participants

3

Reactant 1

HCID 19895647HCID 19895647, compound

Product 1

HCID 15681329HCID 15681329, compoundYield 56.8%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

11.8 g of 4-[1,1-dimethyl-3-(3-pyridyl)-2-propynyloxy]benzonitrile were heated at reflux in 75 ml of 1,2-dichlorobenzene for 3.5 hours. The reaction mixture was allowed to cool to room temperature and was then evaporated. The residue was chromatographed on silica gel using ethyl acetate for the elution. After recrystallization from cyclohexane there were obtained 6.7 g of 2,2-dimethyl-4-(3-pyridyl)-2H-1-benzopyran-6-carbonitrile of melting point 98°-99° C.

Workup

  1. customwas then evaporated
  2. customThe residue was chromatographed on silica gel
  3. washfor the elution
  4. customAfter recrystallization from cyclohexane

Sources & evidence

ORD record
ord-3844f2b2ac544b6aa8d1433a66c2bd3b
Source dataset
uspto-grants-1990_11
Patent number
US04971982

Reaction notes

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