Sodium ethoxide → Ethyl 3-(4-benzyloxy-2-methylphenyl)-2-azidopropenoate

HRID 564993Notes

Reaction equation

HRID 564993 reaction equation
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=O)=[C:11]([CH3:17])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:18]([OH:21])(=[O:20])[CH3:19].C([N:24]=[N+:25]=[N-:26])C.[O-][CH2:28][CH3:29].[Na+]>C(O)C>[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[C:19]([N:24]=[N+:25]=[N-:26])[C:18]([O:21][CH2:28][CH3:29])=[O:20])=[C:11]([CH3:17])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 2723922Sodium ethoxideHCID 27598062-Methyl 4-benzyloxybenzaldehydeHCID 86756206HCID 86756206, compound

Product 1

HCID 53708267Ethyl 3-(4-benzyloxy-2-methylphenyl)-2-azidopropenoate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The reaction was carried out in a manner similar to Reference Example 13 a) except for using 2.80 g (12.4 mmol) of 4-benzyloxy-2-methylbenzaldehyde, 6.39 g (49.5 mmol) of ethyl azide acetate, 3.37 g (49.5 mmol) of sodium ethoxide and 50 ml of ethanol. Ethyl 3-(4-benzyloxy-2-methylphenyl)-2-azidopropenoate was thus obtained in the yield of 3.24 g.

Sources & evidence

ORD record
ord-f7ae8d77fd9f482999742e17c75e09f1
Source dataset
uspto-grants-2001_01
Patent number
US06169107A

Reaction notes

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