Cesium carbonate → HCID 12042520, compound

HRID 917567Notes

Reaction equation

HRID 917567 reaction equation
C(=O)([O-])[O-].[Cs+].[Cs+].[CH3:7][C:8]1[O:12][N:11]=[C:10]([C:13]2[CH:14]=[C:15]([OH:19])[CH:16]=[CH:17][CH:18]=2)[N:9]=1.Br[CH:21]([CH2:27][CH2:28][CH3:29])[C:22]([O:24][CH2:25][CH3:26])=[O:23]>C(#N)C>[CH3:7][C:8]1[O:12][N:11]=[C:10]([C:13]2[CH:14]=[C:15]([CH:16]=[CH:17][CH:18]=2)[O:19][CH:21]([CH2:27][CH2:28][CH3:29])[C:22]([O:24][CH2:25][CH3:26])=[O:23])[N:9]=1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 79071Ethyl 2-bromovalerateHCID 120425193-(5-Methyl-1,2,4-oxadiazol-3-yl)phenol

Product 1

HCID 12042520HCID 12042520, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

380 g (1.17 mol) of caesium carbonate are added to a solution of 200 g (1.135 mol) of 3-(5-methyl-1,2,4-oxadiazol-3-yl)phenol in 2.5 l of acetonitrile. A solution of 190 ml (1.15 mol) of ethyl 2-bromovalerate in 0.5 l of acetonitrile is subsequently added. The reaction mixture is stirred at room temperature for 24 hours and then filtered, and the filtrate is evaporated, giving ethyl 2-[3-(5-methyl-1,2,4-oxadiazol-3-yl)phenoxy]pentanoate as a yellowish oil; ESI 305.

Workup

  1. filtrationfiltered
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-52064b37f78f4cea84068350acb3a8bc
Source dataset
uspto-grants-2007_09
Patent number
US07273867B2

Reaction notes

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