1-Bromo-2-Chloroethane → HCID 178490124, compound

HRID 2225553Notes

Reaction equation

HRID 2225553 reaction equation
[CH3:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9](=[O:23])[CH2:10][CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[C:16]([O:21][CH3:22])[CH:15]=2)[CH2:4][CH2:3]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:31][CH2:32][Cl:33]>CC(CC(C)C)=O>[CH3:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9](=[O:23])[CH2:10][CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:31][CH2:32][Cl:33])=[C:16]([O:21][CH3:22])[CH:15]=2)[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 78491-Bromo-2-ChloroethaneHCID 11430Potassium CarbonateHCID 178490122HCID 178490122, compound

Product 1

HCID 178490124HCID 178490124, compound

Reagents, catalysts & solvents 1

HCID 7909Methyl Isobutyl KetoneSolvent

Procedure

Using 2.3 g of N-(trans-4-methylcyclohexyl)-5-(4-hydroxy-3-methoxyphenyl)valeramide (Example 118), 100 ml of methylisobutylketone, 5 g of potassium carbonate, and 4 ml of 1-bromo-2-chloroethane, a reaction similar to that conducted in Example 106 was carried out. As a result, 2.1 g of N-(trans-4-methylcyclohexyl)-5-[4-(2-chloroethoxy)-3-methoxyphenyl]valeramide (a compound of the present invention) was obtained as a pale yellow oil, which had the following physiochemical properties:

Workup

  1. customa reaction similar to

Sources & evidence

ORD record
ord-cfa6ae4dacca46fb9beca0ae0eb4bb74
Source dataset
uspto-grants-1994_09
Patent number
US05344845

Reaction notes

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