Boron tribromide → HCID 14257794, compound

HRID 868255Notes

Reaction equation

HRID 868255 reaction equation
C[O:2][C:3]1[C:11]2[O:10][C:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:8]([CH3:17])[C:7]=2[CH:6]=[C:5]([CH3:18])[C:4]=1[CH3:19].B(Br)(Br)Br>ClCCl>[OH:2][C:3]1[C:11]2[O:10][C:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:8]([CH3:17])[C:7]=2[CH:6]=[C:5]([CH3:18])[C:4]=1[CH3:19]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 14257793HCID 14257793, compound

Product 1

HCID 14257794HCID 14257794, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-5 °C

Procedure

To a solution of ethyl 7-methoxy-3,5,6-trimethylbenzofuran-2-carboxylate (97.2 g, 0.37 mole) (from Step 2) in dichloromethane (1 L) cooled to -78° C., was added a solution of BBr3 (1.1 L, 1 M in dichloromethane). The reaction was warmed to -5° C. for and left for 15 mins. Quenching with 25% NH4OAc buffer, extraction with EtOAc and drying (Na2SO4), followed by removal of solvent, afforded the product which was used as such for the following step.

Workup

  1. customQuenching with 25% NH4OAc buffer, extraction with EtOAc
  2. dry with materialdrying (Na2SO4)
  3. customfollowed by removal of solvent
  4. customafforded the product which

Sources & evidence

ORD record
ord-5e4037cb594e4230beda0061691eaf2d
Source dataset
uspto-grants-1988_10
Patent number
US04778805

Reaction notes

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