tert-Butyl peroxybenzoate → (3-Carbamoyloxy-2-methyl-propyl)methyl-phosphinic acid n-butyl ester

HRID 46461

Reaction equation

HRID 46461 reaction equation
[CH2:1]([O:5][P:6]([CH3:8])[OH:7])[CH2:2][CH2:3][CH3:4].[C:9](=[O:16])([O:11][CH2:12][C:13](=[CH2:15])[CH3:14])[NH2:10].C1C(C(OOC(C)(C)C)=O)=CC=CC=1>>[CH2:1]([O:5][P:6]([CH2:14][CH:13]([CH3:15])[CH2:12][O:11][C:9](=[O:16])[NH2:10])([CH3:8])=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 3

HCID 11966tert-Butyl peroxybenzoateHCID 16455Methallyl carbamateHCID 13736972Methane-phosphonous acid mono-n-butyl ester

Product 1

HCID 53671164(3-Carbamoyloxy-2-methyl-propyl)methyl-phosphinic acid n-butyl esterYield 95%

Procedure

In a nitrogen atmosphere 100 g of methane-phosphonous acid mono-n-butyl ester are heated to 140° C. while stirring. Over a period of 2 hours a mixture of 85 g of methallyl carbamate and 3.7 g of tert.butyl perbenzoate is added dropwise and stirring is continued for 1 hour at 135° C. Distillation is then started up to an internal temperature of 140° C. and at 0.8 torr, whereby about 5 g of distillate are obtained. 180 g of (3-carbamoyloxy-2-methyl-propyl)methyl-phosphinic acid n-butyl ester are obtained, ND23 : 1.4725, corresponding to a yield of about 95% of the theory. ##STR7##

Workup

  1. additionis added dropwise
  2. stirringstirring
  3. distillationDistillation
  4. customis then started up to an internal temperature of 140° C. and at 0.8 torr, whereby about 5 g of distillate
  5. customare obtained

Sources & evidence

ORD record
ord-01bc154dd6ca48f3acb856a077826968
Source dataset
uspto-grants-1979_11
Patent number
US04173601

Linked notes

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