Methanol → HCID 21474770, compound

HRID 1901712Notes

Reaction equation

HRID 1901712 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][O:11][CH2:12][CH:13]2[CH2:15][O:14]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N-:16]=[N+:17]=[N-:18].[Na+].C(OC)=O.CO>O>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][O:11][CH2:12][CH:13]([OH:14])[CH2:15][N:16]=[N+:17]=[N-:18])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 7865Methyl formateHCID 33557Sodium AzideHCID 13232001HCID 13232001, compound

Product 1

HCID 21474770HCID 21474770, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A procedure similar to that described in Preparation 12 was repeated, except that 3.70 g of 4-phenylbutoxymethyloxirane (prepared as described in Preparation 58), 5.83 g of sodium azide, 37 ml of methyl formate and 135 ml of an 8:1 by volume mixture of methanol and water were used, to give 4.46 g of the title compound as a colorless oil having an Rf value of 0.67 (on silica gel thin layer chromatography, using a 2:1 by volume mixture of hexane and ethyl acetate as the developing solvent).

Workup

  1. customA procedure similar to that described in Preparation 12

Sources & evidence

ORD record
ord-1730cbd2858b4055bce3a126c19e4baa
Source dataset
uspto-grants-1996_11
Patent number
US05578620

Reaction notes

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