Water → HCID 18425029, compound

HRID 1280327Notes

Reaction equation

HRID 1280327 reaction equation
B(Br)(Br)Br.[Cl:5][C:6]1[C:7]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23]C)=[C:19]([Cl:25])[C:18]=2[Cl:26])=[N:8][N:9]([CH3:15])[C:10]=1[O:11][CH:12]([F:14])[F:13].O>ClCCl>[Cl:5][C:6]1[C:7]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[C:19]([Cl:25])[C:18]=2[Cl:26])=[N:8][N:9]([CH3:15])[C:10]=1[O:11][CH:12]([F:13])[F:14]

Participants

5

Reactant 3

HCID 962WaterHCID 25134Boron tribromideHCID 18425027HCID 18425027, compound

Product 1

HCID 18425029HCID 18425029, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
20 °C

Procedure

18.1 ml (18 mmol) of a 1-molar solution of boron tribromide in dichloromethane were added to a solution of 3.37 g (9 mmol) of 4-chloro-3-(2,3-dichloro-4-methoxybenzyl)-5-difluoromethoxy-1-methyl-1H-pyrazole in 45 ml of dichloromethane which had been cooled to (−78)° C. After 3 days of stirring at approximately 20° C., the mixture was admixed with 100 ml of water. The undissolved fraction was subsequently filtered off and washed with 100 ml of dichloromethane. The aqueous phase was extracted again with 100 ml of dichloromethane. The combined organic phases were washed with water, dried over sodium sulfate and subsequently concentrated. Yield: 1.1 g; m.p.: 127—128° C.

Workup

  1. temperaturehad been cooled to (−78)° C
  2. filtrationThe undissolved fraction was subsequently filtered off
  3. washwashed with 100 ml of dichloromethane
  4. extractionThe aqueous phase was extracted again with 100 ml of dichloromethane
  5. washThe combined organic phases were washed with water
  6. dry with materialdried over sodium sulfate
  7. concentrationsubsequently concentrated

Sources & evidence

ORD record
ord-bc40138de8b44caca3d02615eb2df836
Source dataset
uspto-grants-2002_09
Patent number
US06451734B1

Reaction notes

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