Hydracrylonitrile → Bis(2-cyanoethyl) phosphorochloridite

HRID 217313

Reaction equation

[OH:1][CH2:2][CH2:3][C:4]#[N:5].C([N:8]([CH2:11][CH3:12])CC)C.[P:13]([Cl:16])(Cl)Cl.C1C[O:20][CH2:19]C1>>[P:13]([Cl:16])([O:20][CH2:19][CH2:12][C:11]#[N:8])[O:1][CH2:2][CH2:3][C:4]#[N:5]

Participants

Reactant 4

HCID 8011Hydracrylonitrile

HCID 8028Tetrahydrofuran

HCID 8471Triethylamine

HCID 24387Phosphorus trichloride

Product 1

HCID 11390133Bis(2-cyanoethyl) phosphorochloridite

Procedure

In the second reaction vessel 3-hydroxypropionitrile (20 mmol) and triethylamine (2.8 mL, 20 mmol) were added to a solution of phosphorus trichloride (10 mmol) in THF (25 mL) under dry nitrogen. The mixture was stirred for 10 min at room temperature to give bis(2-cyanoethyl) phosphorochloridite (28).

Sources & evidence

ORD record: ord-07a034ec63f6492a84428633fd197f33
Source dataset: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08193384B2

Linked notes

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