Potassium Carbonate → HCID 86602296, compound

HRID 1821964Notes

Reaction equation

HRID 1821964 reaction equation
[Cl:1][C:2]1[CH:16]=[C:15]([O:17][CH2:18][CH:19]=[C:20]([Cl:22])[Cl:21])[CH:14]=[C:13]([Cl:23])[C:3]=1[O:4][CH2:5][CH2:6][CH2:7][O:8]S(C)(=O)=O.O[C:25]1[CH:32]=[CH:31][C:28]([C:29]#[N:30])=[CH:27][CH:26]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:1][C:2]1[CH:16]=[C:15]([O:17][CH2:18][CH:19]=[C:20]([Cl:22])[Cl:21])[CH:14]=[C:13]([Cl:23])[C:3]=1[O:4][CH2:5][CH2:6][CH2:7][O:8][C:25]1[CH:32]=[CH:31][C:28]([C:29]#[N:30])=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 130194-CyanophenolHCID 86602295HCID 86602295, compound

Product 1

HCID 86602296HCID 86602296, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3 g of methanesulfonic acid 3-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-propyl ester, 0.93 g of 4-hydroxybenzonitrile and 2.9 g of potassium carbonate are stirred for 17 hours at 40° C. in 30 ml of dimethylformamide. The reaction mixture is poured onto water and extracted with ethyl acetate. Concentration of the organic phase yields 4-{3-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-propoxy}-benzonitrile. 1H-NMR (CDCl3) 300 MHz: 2.30 (m, 2H), 4.14 (t, 2H), 4.32 (t, 2H), 4.58 (d, 2H), 6.10 (t, 1H), 6.83 (s, 2H), 7.00 (d, 2H), 7.60 (d, 2H)

Workup

  1. additionThe reaction mixture is poured onto water
  2. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-7ea950654ab84ea893e70917be87b29c
Source dataset
uspto-grants-2009_10
Patent number
US07608631B2

Reaction notes

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