Dimethyl Sulfoxide → HCID 12181174, compound

HRID 1509851Notes

Reaction equation

HRID 1509851 reaction equation
[CH:1]1([CH2:7]Br)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N-:9]=[N+:10]=[N-:11].[Na+].CS(C)=O>>[CH:1]1([CH2:7][N:9]=[N+:10]=[N-:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 679Dimethyl SulfoxideHCID 33557Sodium AzideHCID 137636Cyclohexane, (bromomethyl)-

Product 1

HCID 12181174HCID 12181174, compound

Procedure

Cyclohexylmethyl bromide (200 mg, 1.13 mmol) was added to a stirred solution of 0.5 M sodium azide in DMSO (2.48 mL, 1.24 mmol) at room temperature, under an atmosphere of nitrogen. After 21 h, the reaction was quenched by the addition of water (5 mL) and extracted with diethyl ether (3×4 mL). The combined organic layers were washed with brine (5 mL), dried (MgSO4), filtered and concentrated in vacuo to afford the title compound as a crude oil (136 mg) which was used without further purification.

Workup

  1. customthe reaction was quenched by the addition of water (5 mL)
  2. extractionextracted with diethyl ether (3×4 mL)
  3. washThe combined organic layers were washed with brine (5 mL)
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b9a1ec88f6494be38b7f340a24e69123
Source dataset
uspto-grants-2012_07
Patent number
US08211894B2

Reaction notes

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