Boron tribromide → 1-(2-chloro-4-fluoro-5-hydroxyphenyl)-1,4-dihydro-4-ethyl-5H-tetrazol-5-one

HRID 846521Notes

Reaction equation

HRID 846521 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([O:9]C)=[CH:4][C:3]=1[N:11]1[C:15](=[O:16])[N:14]([CH2:17][CH3:18])[N:13]=[N:12]1.B(Br)(Br)Br>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([OH:9])=[CH:4][C:3]=1[N:11]1[C:15](=[O:16])[N:14]([CH2:17][CH3:18])[N:13]=[N:12]1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 143493591-(2-chloro-4-fluoro-5-methoxyphenyl)-1,4-dihydro-4-ethyl-5H-tetrazol-5-one

Product 1

HCID 198828301-(2-chloro-4-fluoro-5-hydroxyphenyl)-1,4-dihydro-4-ethyl-5H-tetrazol-5-oneYield 93.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In the manner of Example 11, Step A, the reaction of 0.9 g (0.0033 mole) of 1-(2-chloro-4-fluoro-5-methoxyphenyl)-1,4-dihydro-4-ethyl-5H-tetrazol-5-one with 2.5 g (0.01 mole) of boron tribromide in 15 mL of methylene chloride produced 0.8 g of 1-(2-chloro-4-fluoro-5-hydroxyphenyl)-1,4-dihydro-4-ethyl-5H-tetrazol-5-one.

Sources & evidence

ORD record
ord-4a526b7bdf33465895f255b6b3be99a4
Source dataset
uspto-grants-1992_08
Patent number
US05136868

Reaction notes

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