Acetone → HCID 24991590, compound

HRID 1437617Notes

Reaction equation

HRID 1437617 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:11]([OH:13])[CH3:12])[C:9]#[N:10])=[CH:4][CH:3]=1.[CH3:14][C:15](C)=[O:16]>CCCCCC>[C:15]([O:13][CH:11]([CH3:12])[CH:8]([C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)[C:9]#[N:10])(=[O:16])[CH3:14]

Participants

4

Reactant 2

HCID 180AcetoneHCID 16769817HCID 16769817, compound2×

Product 1

HCID 24991590HCID 24991590, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

This ester was prepared using the procedure described in Example 5, except 2-(4-chlorophenyl)-3-hydroxybutanenitrile was used in place of 2-(2-chloro-5-(difluoromethoxy)phenyl)-3-hydroxypropanenitrile. The preparation of 2-(4-chlorophenyl)-3-hydroxybutanenitrile is described in Example 17. The recovered ester product was a mixture of diastereoisomers (85% yield), Rf 0.29 and 0.35 (silica gel, acetone:hexane=1:3).

Sources & evidence

ORD record
ord-24f30d08da384c448cbb3bc8b6eb9d3e
Source dataset
uspto-grants-2009_11
Patent number
US07622504B2

Reaction notes

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