Boron tribromide → HCID 13772344, compound

HRID 1638985Notes

Reaction equation

HRID 1638985 reaction equation
B(Br)(Br)Br.[CH:5]([C:8]1([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[O:25]C)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([CH3:17])[C:9]1=[O:18])([CH3:7])[CH3:6]>C(Cl)Cl>[OH:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[C:8]1([CH:5]([CH3:7])[CH3:6])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([CH3:17])[C:9]1=[O:18]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 13772342HCID 13772342, compound

Product 1

HCID 13772344HCID 13772344, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 1.92 ml (0.02 mol) of boron tribromide in 20 ml of methylene chloride is added dropwise over the course of 1 hour to 5.9 g (0.02 mol) of 3-isopropyl-3-(2-methoxyphenyl)-1-methylindolin-2-one in 75 ml of methylene chloride at 0° C. After 30 minutes, the mixture is poured onto ice-water, and the organic phase is washed with water, dried and evaporated. The residue is triturated with cold toluene and is filtered off with suction. 4.8 g, melting point 172°-174° C.

Workup

  1. additionthe mixture is poured onto ice-water
  2. washthe organic phase is washed with water
  3. customdried
  4. customevaporated
  5. customThe residue is triturated with cold toluene
  6. filtrationis filtered off with suction

Sources & evidence

ORD record
ord-f0103cb32b944e91a51cdde24ad44678
Source dataset
uspto-grants-1989_11
Patent number
US04882329

Reaction notes

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