Triethylamine → Diethyl 3-(4-chlorophenyl)-2-isoxazolin-5-ylmethylphosphonate

HRID 1084792

Reaction equation

HRID 1084792 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([CH:6]=[N:7][OH:8])=[CH:4][CH:3]=1.ClN1C(=O)CCC1=O.[CH2:19]([P:22](=[O:29])([O:26][CH2:27][CH3:28])[O:23][CH2:24][CH3:25])[CH:20]=[CH2:21].C(N(CC)CC)C>ClCCl>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]2[CH2:21][CH:20]([CH2:19][P:22](=[O:29])([O:26][CH2:27][CH3:28])[O:23][CH2:24][CH3:25])[O:8][N:7]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 31398ChlorosuccinimideHCID 2191584-Chloro-benzaldehyde oximeHCID 573014Diethyl allylphosphonate

Product 1

HCID 20062407Diethyl 3-(4-chlorophenyl)-2-isoxazolin-5-ylmethylphosphonateYield 104.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Preparation is carried out as in Example 1 from 23.34 g of 4-chlorobenzaldoxime, 22 g of N-chlorosuccinimide, 29.5 g of diethyl allylphosphonate and 22.9 ml of triethylamine in dichloromethane and provides 52 g of oily product.

Workup

  1. customPreparation

Sources & evidence

ORD record
ord-abc093e2107b434cbc94fb24708993c0
Source dataset
uspto-grants-1991_04
Patent number
US05006515

Linked notes

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