Sodium Azide → HCID 22011940, compound

HRID 1532955Notes

Reaction equation

HRID 1532955 reaction equation
CS(O[CH:6]1[CH2:10][O:9][CH:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:7]1)(=O)=O.[N-:17]=[N+:18]=[N-:19].[Na+]>CN(C=O)C.CCOCC>[N:17]([CH:6]1[CH2:10][O:9][CH:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:7]1)=[N+:18]=[N-:19]

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 22011944HCID 22011944, compound

Product 1

HCID 22011940HCID 22011940, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Procedure

14.7 g (61 mmol) of 4-methanesulfonyloxy-2-phenyltetrahydrofuran and 5.13 g (79 mmol) of sodium azide were heated for 3 hours in 120 ml of DMF at 90° C. After the mixture had cooled, it was diluted with ether, washed with water and saturated NaCl solution, dried and concentrated in vacuo. This gave 9.4 g (quant.) of a colorless oil, which was further reacted directly.

Workup

  1. temperatureAfter the mixture had cooled
  2. washwashed with water and saturated NaCl solution
  3. customdried
  4. concentrationconcentrated in vacuo
  5. customThis gave 9.4 g (quant.) of a colorless oil, which was further reacted directly

Sources & evidence

ORD record
ord-d8cd42e13c40451fac3bb7b11301f67e
Source dataset
uspto-grants-2001_03
Patent number
US06207668B1

Reaction notes

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