Methanol → HCID 21959640, compound

HRID 889971Notes

Reaction equation

HRID 889971 reaction equation
[I-].[Br:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[C:12]([C:15]1[CH:20]=[CH:19][N+:18]([CH3:21])=[CH:17][CH:16]=1)([CH3:14])[CH3:13].CO.[BH4-].[Na+]>C(Cl)Cl>[Br:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[C:12]([C:15]1[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH:16]=1)([CH3:14])[CH3:13]

Participants

5

Reactant 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 21959530HCID 21959530, compound

Product 1

HCID 21959640HCID 21959640, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-[1-(2-Bromo-4-nitro-phenyl)-1-methyl-ethyl]-1-methyl-pyridiniumiodide was mixed with MeOH (400 ml) and CH2Cl2 (200 ml), then treated with NaBH4 (2.5 g) in portions. After stirring at RT for 2 h, the mixture was extracted with CH2Cl2 (300 mL×3). The CH2Cl2 layer was washed with brine, dried over Na2SO4 and concentrated in vacuo, to provide the desired product.

Workup

  1. extractionthe mixture was extracted with CH2Cl2 (300 mL×3)
  2. washThe CH2Cl2 layer was washed with brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-970d29ad77cc4c619714a520186ca06b
Source dataset
uspto-grants-2006_02
Patent number
US06995162B2

Reaction notes

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