Sodium Azide → HCID 86610160, compound

HRID 1363214Notes

Reaction equation

HRID 1363214 reaction equation
CS(O[C@H:6]1[CH2:11][CH2:10][O:9][C@@H:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7]1)(=O)=O.[N-:18]=[N+:19]=[N-:20].[Na+]>CN(C=O)C.C(Cl)Cl>[N:18]([C@@H:6]1[CH2:11][CH2:10][O:9][C@@H:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7]1)=[N+:19]=[N-:20]

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 86610159HCID 86610159, compound

Product 1

HCID 86610160HCID 86610160, compoundYield 78.8%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
100 °C

Procedure

A solution of cis-2-phenyl-tetrahydro-2H-pyran-4-yl methanesulfonate (0.8 g) in DMF (10 mL) was treated with sodium azide (0.8 g) and heated at 100° C. for 4 hours. The mixture was diluted with DCM (50 mL) and washed with water and brine. The organic layer was dried and concentrated. Preparative TLC provided 0.5 g of trans-4-azido-2-phenyl-tetrahydro-2H-pyran.

Workup

  1. washwashed with water and brine
  2. customThe organic layer was dried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-0fc6cc1406d84225bd7c27f840933d4b
Source dataset
uspto-grants-2011_02
Patent number
US07884109B2

Reaction notes

Loading…