Ethyl propiolate → Ethyl 3-(4-nitrophenyl)prop-2-ynoate

HRID 1253800Notes

Reaction equation

I[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[C:11]([O:15][CH2:16][CH3:17])(=[O:14])[C:12]#[CH:13]>>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([C:13]#[C:12][C:11]([O:15][CH2:16][CH3:17])=[O:14])=[CH:3][CH:4]=1)([O-:10])=[O:9]

Participants

Reactant 2

HCID 12182Ethyl propiolate

HCID 124951-Iodo-4-nitrobenzene

Product 1

HCID 348719Ethyl 3-(4-nitrophenyl)prop-2-ynoate

Procedure

According to the method of (Reference Example 3), from 1-iodo-4-nitrobenzene (5.0 g) and ethyl propiolate (6.1 mL), the subject compound (2.94 g) was obtained as a pale yellow solid.

Sources & evidence

ORD record: ord-a0bd8f89044643d9967d2255c94f638d
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08455500B2

Reaction notes

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