HCID 86672885, compound → N-(Benzyloxy)-2-methylprop-2-enamide

HRID 1752841Notes

Reaction equation

HRID 1752841 reaction equation
Br[C:2]([CH3:15])([CH3:14])[C:3]([NH:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4]>C(OCC)C>[CH3:15][C:2](=[CH2:14])[C:3]([NH:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4]

Participants

3

Reactant 1

HCID 86672885HCID 86672885, compound

Product 1

HCID 21918050N-(Benzyloxy)-2-methylprop-2-enamide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Elimination product from the reaction attempted cycloaddition of 4g with LiClO4/Et3N in diethyl ether. 1H NMR (400 MHz, CDCl3) δ 8.19 (br s, 1H), 7.49-7.29 (m, 5H), 5.55 (pent, J=1 Hz, 1H), 5.32 (dq, J=1.6, 1.0 Hz, 1H), 4.96 (s, 2H), and 1.92 (dd, J=1.6, 1.2 Hz, 3H); 13C NMR (101 MHz, CDCl3) δ 167.2, 138.0, 135.4, 129.5, 129.0, 128.8, 120.4, 78.3, and 18.6; IR (film) 3199 (br), 3064, 3032, 2954, 2878, 1658, 1620, 1496, 1453, 1372, 1322, 1209, 1039 cm-1; HR-ESIMS calculated for C11H13NNaO2 (M+Na)+ 215.0871, found 215.0869.

Sources & evidence

ORD record
ord-0a644314164041c787f9acfb9dc4a4d3
Source dataset
uspto-grants-2015_10
Patent number
US09163033B2

Reaction notes

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