Phosphorodichloridous acid, 2-cyanoethyl ester → Phosphonochloridous acid, P-4-morpholinyl-, 2-cyanoethyl ester

HRID 1250978Notes

Reaction equation

HRID 1250978 reaction equation
[C:1]([CH2:3][CH2:4][O:5][P:6]([Cl:8])Cl)#[N:2].C[Si](C)(C)[N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1>C(Cl)Cl>[Cl:8][P:6]([O:5][CH2:4][CH2:3][C:1]#[N:2])[N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 195897Phosphorodichloridous acid, 2-cyanoethyl esterHCID 5597634-(Trimethylsilyl)morpholine

Product 1

HCID 14886845Phosphonochloridous acid, P-4-morpholinyl-, 2-cyanoethyl esterYield 99.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-Cyanoethyldichlorophosphite (3.0 g, 17.5 mmol, 2.2 mL) in CH2Cl2 (45 mL) was added dropwise 4-(trimethylsilyl)morpholine (3.1 mL, 2.8 g, 17.5 mmol) at 0° C. The resulting mixture was stirred for 2 h at room temperature. The solvent was removed under reduced pressure to give a pale yellow oil (3.87 g, 86%) as a product.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-c058cd1922ac484196f084153fc5a58f
Source dataset
uspto-grants-2002_01
Patent number
US06340749B1

Reaction notes

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