Methylamine → HCID 23530181, compound

HRID 1581447Notes

Reaction equation

HRID 1581447 reaction equation
C([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([O:13][C@H:14]([CH3:21])[CH2:15][CH:16]([CH2:19][CH3:20])[CH2:17][CH3:18])=[O:12])=[CH:7][CH:6]=1)(=O)C.CN>C1(C)C=CC=CC=1.CO>[OH:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]([O:13][C@H:14]([CH3:21])[CH2:15][CH:16]([CH2:19][CH3:20])[CH2:17][CH3:18])=[O:12])=[CH:9][CH:10]=1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 23530180HCID 23530180, compound

Product 1

HCID 23530181HCID 23530181, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 1140TolueneSolvent

Procedure

63 Grams (0.215 mol) of (R)-4-acetoxy-1-(3-ethyl-1-methylpentyloxycarbonyl)benzene was dissolved in 900 ml of dehydrated toluene, 25 g of a solution of 40% methylamine in methanol was dropwise added, and the mixture was stirred at room temperature for 5 hours. The reaction mixture was washed with 2N hydrochloric acid and washed with water. The resultant organic layer was dried over anhydrous sodium sulfate and filtered, and then the solvent was distilled off, to give 49 g (0.195 moll yield 91%) of an end compound.

Workup

  1. washThe reaction mixture was washed with 2N hydrochloric acid
  2. washwashed with water
  3. dry with materialThe resultant organic layer was dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. distillationthe solvent was distilled off
  6. customto give 49 g (0.195 moll yield 91%) of an end compound

Sources & evidence

ORD record
ord-28110daa72244ac28927b2ec1e699328
Source dataset
uspto-grants-2004_05
Patent number
US06730371B2

Reaction notes

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