Boron tribromide → HCID 22059409, compound

HRID 1828889Notes

Reaction equation

HRID 1828889 reaction equation
C[O:2][C:3]1[CH:15]=[CH:14][C:6]([CH2:7][C:8]2[CH2:12][C:11](=[O:13])[NH:10][N:9]=2)=[CH:5][CH:4]=1.B(Br)(Br)Br>ClCCl>[OH:2][C:3]1[CH:15]=[CH:14][C:6]([CH2:7][C:8]2[CH2:12][C:11](=[O:13])[NH:10][N:9]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 22059118HCID 22059118, compound

Product 1

HCID 22059409HCID 22059409, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-78 °C

Procedure

A stirred suspension of 3-(4-methoxybenzyl)-2-pyrazolin-5-one 2.5 mmol in dichloromethane 100 ml cooled at −78° C., was treated with boron tribromide 7.5 ml (1M in dichloromethane). After 1 hour at −78° C. the reaction mixture was stirred at room temperature for 12 hours. The mixture was quenched with water 50 ml. The aqueous phase was separated out, and basified with 5% sodium bicarbonate solution. The formed precipitate was filtered and crystallized from methanol.

Workup

  1. customThe mixture was quenched with water 50 ml
  2. customThe aqueous phase was separated out
  3. filtrationThe formed precipitate was filtered
  4. customcrystallized from methanol

Sources & evidence

ORD record
ord-4620b505ad6f4324bdd6bb2b179b2a29
Source dataset
uspto-grants-2006_06
Patent number
US07060822B1

Reaction notes

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