Triethylamine → HCID 69019947, compound

HRID 1865101Notes

Reaction equation

HRID 1865101 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][N:11]=[N:10][N:9]=2)=[CH:4][CH:3]=1.[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19]Cl)=[CH:17][CH:16]=1.CCN(CC)CC>CC#N>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:19][C:18]3[CH:21]=[CH:22][C:15]([O:14][CH3:13])=[CH:16][CH:17]=3)[N:11]=[N:10][N:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 699934-Methyloxybenzyl chlorideHCID 178419364HCID 178419364, compound

Product 1

HCID 69019947HCID 69019947, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

At room temperature, to a stirred mixture of 5-(4-bromophenyl)-1H-tetrazole (2.15 g, 9.55 mmol) in CH3CN, add 4-methoxybenzyl chloride (1.42 mL, 10.50 mmol) followed by Et3N (1.46 mL, 10.50 mmol) and stir over night. Concentrate the mixture to half the volume and add water (100 mL). Filter the white precipitate and wash with water (100 mL). Dry the material to give 5-(4-bromophenyl)-1-(4-methoxybenzyl)-1H-tetrazole as white flocculent crystals (1.37 g).

Workup

  1. concentrationConcentrate the mixture to half the volume
  2. additionadd water (100 mL)
  3. filtrationFilter the white precipitate
  4. washwash with water (100 mL)
  5. customDry the material

Sources & evidence

ORD record
ord-e288586de5c6419a813b6d220c8ebaa3
Source dataset
uspto-grants-2009_12
Patent number
US07625932B2

Reaction notes

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