Hydracrylonitrile → HCID 24991589, compound

HRID 1690847Notes

Reaction equation

HRID 1690847 reaction equation
[OH:1][CH:2]([CH3:12])[CH:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:4]#[N:5].[OH:13][CH2:14][CH2:15]C#N>>[C:14]([O:1][CH:2]([CH3:12])[CH:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:4]#[N:5])(=[O:13])[CH3:15]

Participants

3

Reactant 2

HCID 8011HydracrylonitrileHCID 20444945HCID 20444945, compound2×

Product 1

HCID 24991589HCID 24991589, compoundYield 93%

Procedure

This mixture of esters was prepared using the procedure described in Example 5, except 3-hydroxy-2-phenylbutanenitrile was used in place of 2-(2-chloro-5-difluoromethoxy)phenyl)-3-hydroxypropanenitrile. The preparation of 3-hydroxy-2-phenylbutanenitrile is shown in Example 17. The recovered ester product was a colorless oil (93% yield) as a mixture of diastereoisomers (Esters 9A and 9B), separated by chromatography into two pairs, Rf 0.40 and 0.32 (silica gel, EtOAc:hexane=1:4).

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-65c4ce6a1b884b73acdac5779e71f1c1
Source dataset
uspto-grants-2012_04
Patent number
US08153688B2

Reaction notes

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