Ethyl 2-butynoate → HCID 67214802, compound

HRID 2421200Notes

Reaction equation

HRID 2421200 reaction equation
[OH:1][N:2]=[C:3](Cl)[C:4]1[CH:8]=[CH:7][S:6][CH:5]=1.[C:10]([O:15][CH2:16][CH3:17])(=[O:14])[C:11]#[C:12][CH3:13]>>[CH2:16]([O:15][C:10]([C:11]1[C:3]([C:4]2[CH:8]=[CH:7][S:6][CH:5]=2)=[N:2][O:1][C:12]=1[CH3:13])=[O:14])[CH3:17]

Participants

3

Reactant 2

HCID 78043Ethyl 2-butynoateHCID 57107217HCID 57107217, compound

Product 1

HCID 67214802HCID 67214802, compoundYield 91%

Procedure

As described for example 69a, N-hydroxy-thiophene-3-carboximidoyl chloride (Organic Letters, 8(17), 3679-3680, 2006, 11.4 g, 69.6 mmol) instead of N-hydroxybenzenecarboximidoyl chloride using ethyl 2-butynoate instead of cyclopropyl-propynoic acid ethyl ester was converted to the title compound (15.0 g, 91%) which was obtained as a dark brown liquid. MS: m/e=238.0 [M+H]+.

Sources & evidence

ORD record
ord-926d752c765b4732a74727a5e9ce0549
Source dataset
uspto-grants-2011_06
Patent number
US07956074B2

Reaction notes

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