Methanol → Dimethyl phenylphosphonite

HRID 1863194

Reaction equation

HRID 1863194 reaction equation
[CH3:1][OH:2].C(N(CC)CC)C.[C:10]1([P:16](Cl)Cl)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.CC[O:21][CH2:22]C>>[CH3:1][O:2][P:16]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[O:21][CH3:22]

Participants

5

Reactant 4

HCID 887MethanolHCID 3283Diethyl EtherHCID 8471TriethylamineHCID 12573Phenyl phosphorus dichloride

Product 1

HCID 76277Dimethyl phenylphosphonite

Procedure

Methanol (12.8 gm., 0.4 mol.) and triethylamine (40.4 gm., 0.4 mol.) are dissolved in 750 ml. ether and chilled in an ice bath. Phenyl dichlorophosphine (35.8 gm., 0.2 mol.) is added dropwise and the reaction mixture is stirred overnight. The resulting suspension is filtered and the filtrate concentrated to an oil which is distilled in vacuo to give the product, phenylphosphonous acid dimethyl ester, b.p. 100°-105° /10 mm; yield 20 gm. (59%).

Workup

  1. filtrationThe resulting suspension is filtered
  2. concentrationthe filtrate concentrated to an oil which
  3. distillationis distilled in vacuo

Sources & evidence

ORD record
ord-f00fb573abdc4100a89c6b889344fbbd
Source dataset
uspto-grants-1979_09
Patent number
US04168267

Linked notes

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