Potassium Bromide → HCID 23221715, compound

HRID 1739001Notes

Reaction equation

HRID 1739001 reaction equation
CC1C(C)=C(C)C(C)=[N+]([O-])C=1.Cl[O-].[Na+].[CH3:15][C:16]1[C:21]([CH:22]([OH:27])[C:23]([O:25][CH3:26])=[O:24])=[CH:20][CH:19]=[CH:18][N:17]=1.[K+].[Br-]>C(Cl)Cl.O>[CH3:15][C:16]1[C:21]([C:22](=[O:27])[C:23]([O:25][CH3:26])=[O:24])=[CH:20][CH:19]=[CH:18][N:17]=1

Participants

7

Reactant 4

HCID 253877Potassium BromideHCID 16735924HCID 16735924, compoundHCID 23665760Sodium HypochloriteHCID 57017613HCID 57017613, compound

Product 1

HCID 23221715HCID 23221715, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

A pinch of tetramethylpyridine N-oxide and 10 ml of 12.5% strength sodium hypochlorite solution are added to a stirred mixture of 3 g (16 mmol) of methyl (2-methylpyrid-3-yl)-α-hydroxyacetate (Example 1b) in 20 ml of methylene chloride and 0.5 g (3.5 mmol) of Na2HPO4, 0.6 g (5 mmol) of NaH2PO4 and 0.2 g (1.6 mmol) of KBr in 20 ml of water. Stirring is carried out for 1 hour at room temperature, after which the organic phase is separated off and evaporated down. 2.2 g (77%) of the title compound are obtained as residual yellow oil.

Workup

  1. customafter which the organic phase is separated off
  2. customevaporated down

Sources & evidence

ORD record
ord-b97ed811619f403b842ec67d7f2e049b
Source dataset
uspto-grants-1999_10
Patent number
US05965587

Reaction notes

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