Dichloromethane → 1-(Azidomethyl)-4-methoxybenzene

HRID 2103953Notes

Reaction equation

HRID 2103953 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][CH:4]=1.[N-:11]=[N+:12]=[N-:13].[Na+].C(Cl)Cl>C(O)C.O>[N:11]([CH2:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][CH:4]=1)=[N+:12]=[N-:13]

Participants

6

Reactant 3

HCID 6344DichloromethaneHCID 33557Sodium AzideHCID 699934-Methyloxybenzyl chloride

Product 1

HCID 109317671-(Azidomethyl)-4-methoxybenzeneYield 75%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

64 mmol 1-(chloromethyl)-4-methoxybenzene and 90 mmol sodium azide were dissolved in 20 ml ethanol and 5 ml water, and stirred overnight at room temperature. CH2Cl2 and water were added. The organic layer was separated, dried and evaporated to give 48 mmol 1-(azidomethyl)-4-methoxybenzene.

Workup

  1. customThe organic layer was separated
  2. customdried
  3. customevaporated

Sources & evidence

ORD record
ord-902e8079dd9049f0a2205eb6f6b22ef2
Source dataset
uspto-grants-2009_08
Patent number
US07576165B2

Reaction notes

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