Benzaldehyde, 2-fluoro-3-(phenylmethoxy)- → HCID 54429135, compound

HRID 1582638Notes

Reaction equation

HRID 1582638 reaction equation
[CH3:1][O:2][C:3](=[O:8])[CH2:4][N:5]=[N+:6]=[N-:7].[F:9][C:10]1[C:17]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:16][CH:15]=[CH:14][C:11]=1[CH:12]=O.C[O-].[Na+]>CO>[CH3:1][O:2][C:3](=[O:8])[C:4]([N:5]=[N+:6]=[N-:7])=[CH:12][C:11]1[CH:14]=[CH:15][CH:16]=[C:17]([O:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:10]=1[F:9]

Participants

5

Reactant 3

HCID 561331Benzaldehyde, 2-fluoro-3-(phenylmethoxy)-HCID 4020482Methyl 2-azidoacetateHCID 10942334Sodium Methoxide

Product 1

HCID 54429135HCID 54429135, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
5 °C

Procedure

A mixture of methylazidoacetate (36.64 g) and 2-Fluoro-3-benzyloxy benzaldehyde (18.32 g) in methanol (250 ml) was added dropwise, with stirring, over 1 hour to a mixture of sodium methoxide (17.20 g) in methanol (100 ml) at −25° C. under a stream of argon. Mixture was left to stir for 20 minutes, allowed to warm to 5° C. and stirred overnight.

Workup

  1. additionwas added dropwise
  2. waitMixture was left
  3. stirringstirred overnight

Sources & evidence

ORD record
ord-5685a2cfb0cb4f22b1cebcb5e578605e
Source dataset
uspto-grants-2004_05
Patent number
US06737435B1

Reaction notes

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