HCID 11390263, compound → HCID 10219854, compound

HRID 1884593Notes

Reaction equation

HRID 1884593 reaction equation
[N+:1]([CH2:4][C:5]1([CH2:11][C:12]([O:14]C)=[O:13])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)([O-:3])=[O:2]>CO.[OH-].[K+]>[N+:1]([CH2:4][C:5]1([CH2:11][C:12]([OH:14])=[O:13])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)([O-:3])=[O:2]

Participants

4

Reactant 1

HCID 11390263HCID 11390263, compound

Product 1

HCID 10219854HCID 10219854, compoundYield 795.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14797Potassium HydroxideSolvent

Procedure

A solution of 4.3 g (0.02 mol) of methyl 1-(nitromethyl)cyclohexyl-acetate in a mixture of 50 ml of methanol and 20 ml of 10% aqueous potassium hydroxide is stirred at room temperature for 24 h, then the methanol is distilled off in vacuo. The pH of the resulted aqueous solution is adjusted to 7 with 10% aqueous potassium dihydrogenphosphate solution. The solution is extracted three times with 30 ml of ethyl acetate, the combined organic layers are dried over sodium sulphate and concentrated to yield 32 g (80%) of the title compound as oil.

Workup

  1. distillationthe methanol is distilled off in vacuo
  2. extractionThe solution is extracted three times with 30 ml of ethyl acetate
  3. dry with materialthe combined organic layers are dried over sodium sulphate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-2f85352bc88241aca055d9c4926a7ae4
Source dataset
uspto-grants-2004_07
Patent number
US06765114B1

Reaction notes

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