Boron tribromide → HCID 86674268, compound

HRID 405197Notes

Reaction equation

HRID 405197 reaction equation
B(Br)(Br)Br.[Cl:5][C:6]1[C:7]([C:16]([F:19])([F:18])[F:17])=[CH:8][C:9]([O:14]C)=[C:10]([CH:13]=1)[CH:11]=[O:12]>C(Cl)Cl>[Cl:5][C:6]1[C:7]([C:16]([F:17])([F:18])[F:19])=[CH:8][C:9]([OH:14])=[C:10]([CH:13]=1)[CH:11]=[O:12]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 86674267HCID 86674267, compound

Product 1

HCID 86674268HCID 86674268, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
50 °C

Procedure

A 1M DCM solution of BBr3 (24.0 mL, 24.0 mmol) was added to neat 5-chloro-2-methoxy-4-(trifluoromethyl)benzaldehyde (3.4 g, 14.4 mmol) and the resulting mixture was heated to 50° C. After 1 h the resulting mixture was diluted with DCM and ice and the layers were separated. The aqueous phase was added was extracted with DCM and the combined organics were dried (Na2SO4), concentrated and purified via column chromatography to yield the title compound.

Workup

  1. customthe layers were separated
  2. additionThe aqueous phase was added
  3. extractionwas extracted with DCM
  4. dry with materialthe combined organics were dried (Na2SO4)
  5. concentrationconcentrated
  6. custompurified via column chromatography

Sources & evidence

ORD record
ord-e2f177fa195a4d14adf31e690d64a582
Source dataset
uspto-grants-2014_06
Patent number
US08748624B2

Reaction notes

Loading…