Tetraethyl vinylidene phosphonate → (4-Oxo-4-phenylbutylidene)bisphosphonic acid tetraethyl ester

HRID 36165Notes

Reaction equation

HRID 36165 reaction equation
[CH2:1]([O:3][P:4]([C:9]([P:11](=[O:18])([O:15][CH2:16][CH3:17])[O:12][CH2:13][CH3:14])=[CH2:10])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].COC1C=CC2N=C(NC(=O)[CH2:30][C:31](=[O:38])[C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)SC=2C=1>>[CH2:16]([O:15][P:11]([CH:9]([P:4](=[O:8])([O:5][CH2:6][CH3:7])[O:3][CH2:1][CH3:2])[CH2:10][CH2:30][C:31](=[O:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)(=[O:18])[O:12][CH2:13][CH3:14])[CH3:17]

Participants

3

Reactant 2

HCID 11022954Tetraethyl vinylidene phosphonateHCID 19975336N-(6-methoxybenzothiazol-2-yl)-3-oxo-3-phenylpropanamide

Product 1

HCID 15162587(4-Oxo-4-phenylbutylidene)bisphosphonic acid tetraethyl ester

Procedure

Ethenylidenebisphosphonic acid tetraethyl ester (I) and acetophenone (II), MS (m/e) 420, 375, 315, 301,287 and 283; IR (neat) 1684, 1597, 1581, 1449, 1392, 1369, 1251 and 1164 cm-1 ; NMR (CDCl3) 7.97, 7.56, 7.45, 4.18, 3.39, 2.60, 2.33 and 1.30 δ.

Sources & evidence

ORD record
ord-7b631183b1b34e3b8bdcdd9e681cc901
Source dataset
uspto-grants-1995_05
Patent number
US05412141

Reaction notes

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