Benzhydrol → HCID 68293616, compound

HRID 1472784Notes

Reaction equation

HRID 1472784 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:9]2[NH:13][N:12]=[N:11][N:10]=2)[CH:5]=[C:6]([Br:8])[CH:7]=1.[C:14]1([CH:20]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)O)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.CC1C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[CH:20]([N:11]1[N:12]=[N:13][C:9]([C:4]2[CH:5]=[C:6]([Br:8])[CH:7]=[C:2]([Br:1])[CH:3]=2)=[N:10]1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 7037BenzhydrolHCID 521998p-Toluenesulfonic acid monohydrateHCID 178419288HCID 178419288, compound

Product 1

HCID 68293616HCID 68293616, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

A suspension of 5-(3,5-dibromophenyl)-1H-tetrazole (6.08 g, 20.00 mmol), diphenylmethanol (3.68 g, 20.00 mmol) and TsOH.H2O (0.38 g, 2.00 mmol) in toluene (50.0 mL) was heated to 100° C. until a clear solution was obtained. The solution was cooled to rt, and filtered. The filtration was concentrated, and the residue was purified by recrystallization in ether and hexane to afford 8.00 g (85%) of product as a white solid.

Workup

  1. customwas obtained
  2. temperatureThe solution was cooled to rt
  3. filtrationfiltered
  4. filtrationThe filtration
  5. concentrationwas concentrated
  6. customthe residue was purified by recrystallization in ether

Sources & evidence

ORD record
ord-7a2e3fe7b79743bd80b0f050ddc3cbfd
Source dataset
uspto-grants-2015_04
Patent number
US09012655B2

Reaction notes

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