Methanol → HCID 66790584, compound

HRID 1406356Notes

Reaction equation

HRID 1406356 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([O:10][C:11]2[CH:16]=[CH:15][C:14]([O:17]C)=[CH:13][C:12]=2[Cl:19])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].B(Br)(Br)Br.CO.O>ClCCl>[Cl:1][C:2]1[CH:9]=[C:8]([O:10][C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][C:12]=2[Cl:19])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 25134Boron tribromideHCID 66790347HCID 66790347, compound

Product 1

HCID 66790584HCID 66790584, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

0.5 g (1.7 mmol) of 2-chloro-4-(2-chloro-4-methoxy-phenoxy)-benzonitrile and 2.21 mL (2.21 mmol) of boron tribromide 1M in dichloromethane were stirred in 5.5 mL dichloromethane for 5 days at RT. The mixture was carefully combined with methanol and then water and dichloromethane were added. The phases were separated and the aqueous phase was extracted twice more with dichloromethane. The organic phase was dried on sodium sulphate and evaporated down.

Workup

  1. customThe phases were separated
  2. extractionthe aqueous phase was extracted twice more with dichloromethane
  3. customThe organic phase was dried on sodium sulphate
  4. customevaporated down

Sources & evidence

ORD record
ord-46a2492ba9a94aab8ab8ae6f72043d35
Source dataset
uspto-grants-2014_12
Patent number
US08916589B2

Reaction notes

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