Water → HCID 86605425, compound

HRID 2099925Notes

Reaction equation

HRID 2099925 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.C(=O)([O-])[O-].[K+].[K+].O[C:31]1[CH:32]=[C:33]2[C:38](=[CH:39][CH:40]=1)[C:37](=[O:41])[CH2:36][CH2:35][CH2:34]2.O>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:31]1[CH:32]=[C:33]2[C:38](=[CH:39][CH:40]=1)[C:37](=[O:41])[CH2:36][CH2:35][CH2:34]2

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 46794946-Hydroxy-3,4-dihydro-1(2H)-naphthalenoneHCID 86602295HCID 86602295, compound

Product 1

HCID 86605425HCID 86605425, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.1 g of methanesulfonic acid 3-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-propyl ester, 1.1 g of potassium carbonate and 0.45 g of 6-hydroxy-1-tetralone are stirred in 10 ml of dimethylformamide at 50° C. for 17 hours. The reaction mixture is poured into water and extracted with ethyl acetate. After concentration of the organic phases and purification over silica gel, 6-{3-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-propoxy}-3,4-dihydro-2H-naphthalen-1-one is obtained.

Workup

  1. extractionextracted with ethyl acetate
  2. customAfter concentration of the organic phases and purification over silica gel

Sources & evidence

ORD record
ord-d9e37820af274a129c315e269008782d
Source dataset
uspto-grants-2009_08
Patent number
US07569727B2

Reaction notes

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