Methyl 2-(4-bromophenyl)-3-methylbutanoate → Methyl 2-(4-(diethoxyphosphoryl)phenyl)-3-methylbutanoate

HRID 1525241Notes

Reaction equation

HRID 1525241 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:13]([CH3:15])[CH3:14])[C:9]([O:11][CH3:12])=[O:10])=[CH:4][CH:3]=1.[CH2:16]([O:18][P:19](C1C=CC(C(C)C(OC)=O)=CC=1)([O:21][CH2:22][CH3:23])=[O:20])[CH3:17]>>[CH2:16]([O:18][P:19]([C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:13]([CH3:15])[CH3:14])[C:9]([O:11][CH3:12])=[O:10])=[CH:4][CH:3]=1)([O:21][CH2:22][CH3:23])=[O:20])[CH3:17]

Participants

3

Reactant 2

HCID 46855859Methyl 2-(4-bromophenyl)-3-methylbutanoateHCID 89464879Methyl 2-(4-(diethoxyphosphoryl)phenyl)propanoate

Product 1

HCID 89462938Methyl 2-(4-(diethoxyphosphoryl)phenyl)-3-methylbutanoate

Procedure

Compound 13-c was prepared from 13-b in a similar manner as the synthesis of 7-f. 1H NMR (300 MHz, CDCl3) δ0.69 (d, J=6.6 Hz, 3H), 1.04 (d, J=6.6 Hz, 3H), 1.20-1.39 (m, 6H), 2.31-2.39 (m, 1H), 3.17-3.23 (m, 1H), 4.04-4.20 (m, 4H), 7.42-7.45 (m, 2H), 7.71-7.78 (m, 2H). LC-MS: (M+H)+ 329.

Sources & evidence

ORD record
ord-8c21ca00d43948d484b9a8f6f5589eb8
Source dataset
uspto-grants-2015_07
Patent number
US09079930B2

Reaction notes

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