Boron tribromide → 4-(4-hydroxyphenoxy)benzonitrile

HRID 1909627Notes

Reaction equation

HRID 1909627 reaction equation
B(Br)(Br)Br.C[O:6][C:7]1[CH:21]=[CH:20][C:10]([O:11][C:12]2[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=2)=[CH:9][CH:8]=1>ClCCl>[OH:6][C:7]1[CH:21]=[CH:20][C:10]([O:11][C:12]2[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=2)=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 14902794-(4-methoxyphenoxy)benzonitrile

Product 1

HCID 45227124-(4-hydroxyphenoxy)benzonitrileYield 74.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Following the general procedure for Example 11 (step 2), boron tribromide (1.0 M solution in dichloromethane, 5.73 mL, 5.73 mmol) was added to the product from step 1 (0.43 g, 1.91 mmol) in dichloromethane (10 mL) to afford the title compound (0.30 g, 74%) as an off-white solid.

Sources & evidence

ORD record
ord-4d58eeab11d94a2ab87376dc0eef6f03
Source dataset
uspto-grants-2013_12
Patent number
US08598359B2

Reaction notes

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