2-Chloro-5-(difluoromethoxy)phenyl-3-hydroxypropanenitrile → 3-Acetoxy-2-(4-chloro-2-methylphenyl)propanenitrile

HRID 1690841Notes

Reaction equation

HRID 1690841 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:11][OH:12])[C:9]#[N:10])=[C:4]([CH3:13])[CH:3]=1.ClC1C=C[C:18]([O:21]C(F)F)=[CH:17]C=1C(CO)C#N>>[C:18]([O:12][CH2:11][CH:8]([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][C:4]=1[CH3:13])[C:9]#[N:10])(=[O:21])[CH3:17]

Participants

3

Reactant 2

HCID 669058862-Chloro-5-(difluoromethoxy)phenyl-3-hydroxypropanenitrileHCID 66906038HCID 66906038, compound2×

Product 1

HCID 249915863-Acetoxy-2-(4-chloro-2-methylphenyl)propanenitrileYield 74%

Procedure

This ester was prepared using the procedure described in Example 5, except 2(-2-(4-chloro-2-methylphenyl)-3-hydroxypropanenitrile was used in place of 2-(2-chloro-5-(difluoromethoxy)phenyl-3-hydroxypropanenitrile. The preparation of 2(2-(4-chloro-2-methylphenyl)-3-hydroxypropanenitrile is described in Example 11. The recovered ester product was a white solid (74% yield in two crops), m. p. 61-63° C.

Sources & evidence

ORD record
ord-697ccb023e6d42adaa3120c029e95816
Source dataset
uspto-grants-2012_04
Patent number
US08153688B2

Reaction notes

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