Ammonium → 3-cyano-3-Hydroxy-4-Chlorobutyric Acid

HRID 1658618

Reaction equation

[O:1]=[C:2]([CH2:7][Cl:8])[CH2:3][C:4]([OH:6])=[O:5].[CH:9]#[N:10].[NH4+]>>[C:9]([C:2]([OH:1])([CH2:7][Cl:8])[CH2:3][C:4]([OH:6])=[O:5])#[N:10]

Participants

Reactant 3

HCID 223Ammonium

HCID 768Hydrogen Cyanide

HCID 119720Butanoic acid, 4-chloro-3-oxo-

Product 1

HCID 215280673-cyano-3-Hydroxy-4-Chlorobutyric Acid

Procedure

In an alternate procedure, the 3-oxo-4-chlorobutyric acid from 11 is reacted at 12 directly with HCN in the absence of ammonium or metal cations to produce 3-cyano-3-hydroxy-4-chlorobutyric acid for feed to hydrolysis step 15.

Sources & evidence

ORD record: ord-dfed2722185248e3ba33c17a15e2f308
Source dataset: uspto-grants-1976_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03965168

Linked notes

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