Tosylmethyl isocyanide → Hexane isopropyl acetate

HRID 2165425Notes

Reaction equation

HRID 2165425 reaction equation
C[C:2]1C=C(C2OC=NC=2)C=[C:16](C)[C:3]=1[O:4][CH2:5][CH2:6]CCCC1ON=C(C)C=1.C[C:27]1[CH:28]=[C:29]([CH:32]=[C:33](C)[C:34]=1OCCCCCC1ON=C(C)C=1)C=[O:31].S(C[N+]#[C-])(C1C=CC(C)=CC=1)(=O)=O>>[C:5]([O:4][CH:3]([CH3:16])[CH3:2])(=[O:31])[CH3:6].[CH3:29][CH2:28][CH2:27][CH2:34][CH2:33][CH3:32]

Participants

4

Reactant 3

HCID 161915Tosylmethyl isocyanideHCID 149818363,5-Dimethyl-4-[5-(3-methyl-5-isoxazolyl)pentyloxy]benzaldehydeHCID 200641275-{5-[2,6-Dimethyl-4-(5-oxazolyl)phenoxy]pentyl}-3-methylisoxazole

Product 1

HCID 22034165Hexane isopropyl acetateYield 69%

Procedure

5-{5-[2,6-Dimethyl-4-(5-oxazolyl)phenoxy]pentyl}-3-methylisoxazole [I; Het=4-(5-oxazolyl), R=CH3, R1 =2-CH3, R2 =6-CH3, R3 =H, X=O, Y=(CH2)5 ] was prepared from 3,5-dimethyl-4-[5-(3-methyl-5-isoxazolyl)pentyloxy]benzaldehyde and tosylmethyl isocyanide according to the procedure of Example 96(b), and was obtained in 69% yield as a pale yellow powder, m.p. 56°-58° C. (from isopropyl acetate-hexane).

Sources & evidence

ORD record
ord-3b513d9317e448458761a23d772ba1e9
Source dataset
uspto-grants-1990_07
Patent number
US04939267

Reaction notes

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