Water → HCID 20184973, compound

HRID 2309315Notes

Reaction equation

HRID 2309315 reaction equation
B(Br)(Br)Br.Cl[C:6]1[N:7]([C:15]2[CH:20]=[C:19]([O:21]C(C)C)[C:18]([Cl:25])=[CH:17][C:16]=2[Cl:26])[N:8]=[C:9]2[C:14]=1[CH2:13][CH2:12][CH2:11][CH2:10]2.O.CCOCC>ClCCl>[Cl:26][C:16]1[CH:17]=[C:18]([Cl:25])[C:19]([OH:21])=[CH:20][C:15]=1[N:7]1[CH:6]=[C:14]2[C:9]([CH2:10][CH2:11][CH2:12][CH2:13]2)=[N:8]1

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 25134Boron tribromideHCID 1847663-Chloro-2-(2,4-dichloro-5-propan-2-yloxyphenyl)-4,5,6,7-tetrahydroindazole

Product 1

HCID 20184973HCID 20184973, compoundYield 97.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
-78 °C

Procedure

To a solution of 2.78 g boron tribromide in 5 ml of dichloromethane was added a solution of 3.10 g of 3-chloro-2-(2,4-dichloro-5-isopropoxyphenyl)-4,5,6,7-tetrahydro-2H-indazole VII-1 in 35 ml of dichloromethane under cooling at -78° C. in 15 minutes. The resultant mixture was stirred at -78° C. for 0.5 hours and at room temperature for 1.5 hours and mixed with water and ether at 0° C. The mixture was basified, and the aqueous layer was separated and acidified and shaken with ether. The extract was dried, concentrated and the residue was purified by silica gel chromatography, whereby 2.39 g of the titled compound II-1 was obtained.

Workup

  1. customthe aqueous layer was separated
  2. customThe extract was dried
  3. concentrationconcentrated
  4. customthe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-5f379addacf64aeb9064cfa82d7e1475
Source dataset
uspto-grants-1987_09
Patent number
US04695312

Reaction notes

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