Sodium Azide → HCID 86595497, compound

HRID 729211Notes

Reaction equation

HRID 729211 reaction equation
C1(C)C=CC(S([C:10]([OH:31])([OH:30])[CH2:11][CH:12]([CH2:14][CH2:15][CH2:16][CH:17]([CH2:19][CH2:20][CH2:21][CH:22]([CH2:24][CH2:25][CH2:26][CH:27]([CH3:29])[CH3:28])[CH3:23])[CH3:18])[CH3:13])(=O)=O)=CC=1.[N-:33]=[N+:34]=[N-:35].[Na+].[N-]=[N+]=[N-]>CN(C)C=O>[N:33]([C:10]([OH:31])([OH:30])[CH2:11][CH:12]([CH2:14][CH2:15][CH2:16][CH:17]([CH2:19][CH2:20][CH2:21][CH:22]([CH2:24][CH2:25][CH2:26][CH:27]([CH3:29])[CH3:28])[CH3:23])[CH3:18])[CH3:13])=[N+:34]=[N-:35]

Participants

5

Reactant 3

HCID 33557Sodium AzideHCID 33558AzideHCID 86595496HCID 86595496, compound

Product 1

HCID 86595497HCID 86595497, compoundYield 81.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The yielded phytandiol derivative (0.48 g) was dissolved in 25 ml of dimethyl formamide and 0.06 g (1.00 mmol) of sodium azide (Sigma-Aldrich) was added, followed by reflux for 5 hr in order to substitute azide for para-toluene sulfonyl group. The reaction mixture was extracted with 50 ml of methylene chloride solution and washed with saline. Following drying over anhydrous magnesium sulfate, filtration and concentration, 0.29 g of azido phytandiol derivative was yielded.

Workup

  1. temperatureby reflux for 5 hr in order
  2. extractionThe reaction mixture was extracted with 50 ml of methylene chloride solution
  3. washwashed with saline
  4. dry with materialFollowing drying over anhydrous magnesium sulfate, filtration and concentration

Sources & evidence

ORD record
ord-4e8632ed821d4130ac3598ea3934cfda
Source dataset
uspto-grants-2009_09
Patent number
US07582306B2

Reaction notes

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