Hydrochloric Acid → HCID 15225578, compound

HRID 129564Notes

Reaction equation

HRID 129564 reaction equation
C[O:2][CH:3](OC)[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:16]2[N:17]=[N:18][N:19]([C:21]([CH3:29])([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH3:22])[N:20]=2)=[CH:6][CH:5]=1.Cl.O>CO>[CH3:29][C:21]([N:19]1[N:18]=[N:17][C:16]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C:7]2[CH:6]=[CH:5][C:4]([CH:3]=[O:2])=[CH:9][CH:8]=2)=[N:20]1)([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)[CH3:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 111124504-dimethoxymethyl-2'-[2-(1-methyl-1-phenylethyl)-2H-tetrazol-5-yl]biphenyl

Product 1

HCID 15225578HCID 15225578, compoundYield 97.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 4-dimethoxymethyl-2'-[2-(1-methyl-1-phenylethyl)-2H-tetrazol-5-yl]biphenyl (2.9 g, 7.0 mmol) and 15 mL of 4M hydrochloric acid in 50 mL of methanol was stirred at room temperature for 18 hours. The mixture was diluted with 200 mL of diethyl acetate and poured into 300 mL of water. The ethyl acetate layer was washed 3 times with water, dried over magnesium sulfate and concentrated giving a white, waxy solid (2.51 g). A portion of the solid (1.53 g) was crystallized from diethyl ether and isolated. Drying gave 2'-[2-(1-methyl-1-phenylethyl)biphenyl-2H-tetrazolebiphenyl-4-carbaldehyde (1.2 g, 3.2 mmol), m.p. 98.5°-97° C.

Workup

  1. washThe ethyl acetate layer was washed 3 times with water
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-221d9271be6d4d36ad99a6fadaaec73f
Source dataset
uspto-grants-1995_11
Patent number
US05468867

Reaction notes

Loading…