Methanol → HCID 21474741, compound

HRID 2294324Notes

Reaction equation

HRID 2294324 reaction equation
[C:1]1([CH2:7][CH2:8][O:9][CH2:10][CH:11]2[CH2:13][O:12]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N-:14]=[N+:15]=[N-:16].[Na+].C(OC)=O.CO>O>[C:1]1([CH2:7][CH2:8][O:9][CH2:10][CH:11]([OH:12])[CH2:13][N:14]=[N+:15]=[N-:16])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 7865Methyl formateHCID 33557Sodium AzideHCID 13231993HCID 13231993, compound

Product 1

HCID 21474741HCID 21474741, compoundYield 98.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A procedure similar to that described in Preparation 12 was repeated, except that 4.50 g of 2-phenylethoxymethyloxirane (prepared as described in Preparation 55), 8.20 g of sodium azide, 45 ml of methyl formate and 180 ml of an 8:1 by volume mixture of methanol and water were used, to give 5.49 g of the title compound as a colorless oil having an Rf value of 0.70 (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-6f987add7edd42feadc049ec4176b5c3
Source dataset
uspto-grants-1997_11
Patent number
US05688823

Reaction notes

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