Methanesulfonyl chloride → (3R-trans)-Tetrahydro-4-[(methylsulfonyl)oxy]-3-furancarbonitrile

HRID 1450328Notes

Reaction equation

HRID 1450328 reaction equation
[OH:1][C@@H:2]1[CH2:6][O:5][CH2:4][C@H:3]1[C:7]#[N:8].[CH3:9][S:10](Cl)(=[O:12])=[O:11]>C(N(CC)CC)C>[CH3:9][S:10]([O:1][C@@H:2]1[CH2:6][O:5][CH2:4][C@H:3]1[C:7]#[N:8])(=[O:12])=[O:11]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 86750346188069-24-1

Product 1

HCID 54080273(3R-trans)-Tetrahydro-4-[(methylsulfonyl)oxy]-3-furancarbonitrileYield 89.3%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The title compound is prepared by the procedure of Example 178 using 0.367 g of product from Example 197, 0.394 g of triethylamine, and 0.446 g of methanesulfonyl chloride to give 0.554 g of the desired product.

Sources & evidence

ORD record
ord-3f4f4fba07cd4c1d9cbb8977c57a5005
Source dataset
uspto-grants-1997_02
Patent number
US05602118

Reaction notes

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