Tosylmethyl isocyanide → HCID 66924650, compound

HRID 554225Notes

Reaction equation

HRID 554225 reaction equation
C1(C)C=CC(S([CH2:10][N+:11]#[C-:12])(=O)=O)=CC=1.[CH3:14][CH:15]([CH3:22])/[CH:16]=[CH:17]/[C:18]([O:20][CH3:21])=[O:19].CC(C)([O-])C.[K+]>>[CH:15]([C:16]1[C:17]([C:18]([O:20][CH3:21])=[O:19])=[CH:10][NH:11][CH:12]=1)([CH3:22])[CH3:14]

Participants

4

Reactant 3

HCID 161915Tosylmethyl isocyanideHCID 5362843Methyl (2E)-4-methyl-2-pentenoateHCID 23665647Potassium tert-butoxide

Product 1

HCID 66924650HCID 66924650, compoundYield 54%

Procedure

Using p-toluenesulfonylmethyl isocyanide (7.6 g), methyl (2E)-4-methylpent-2-enoate (5.0 g) and potassium tert-butoxide (5.25 g), a procedure as in Reference Example 39 was performed to give the title compound as a pale-yellow oil (yield 3.5 g, 54%).

Sources & evidence

ORD record
ord-28f0ea42c8d94945afa447292ea7a082
Source dataset
uspto-grants-2011_11
Patent number
US08048909B2

Reaction notes

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