Ammonium formate → HCID 22861684, compound

HRID 259829Notes

Reaction equation

HRID 259829 reaction equation
C([N:8]([C@H:16]([C@@H:24]([OH:30])[CH2:25][CH2:26][CH:27]([CH3:29])[CH3:28])[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)CC1C=CC=CC=1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.O.[C].[Pd]>[NH2:8][C@H:16]([C@@H:24]([OH:30])[CH2:25][CH2:26][CH:27]([CH3:28])[CH3:29])[CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

6

Reactant 2

HCID 2723923Ammonium formateHCID 53856751HCID 53856751, compound

Product 1

HCID 22861684HCID 22861684, compoundYield 101.6%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

2(S)-(N,N-Dibenzylamino)-1-phenyl-3(S)-hydroxy- 6-methylheptane (25 g) was dissolved in methanol (250 ml), and 10% palladium-carbon (1.25 g) suspended in water (10 ml) was added thereto. Then, ammonium formate (15.70 g) was added thereto, and the mixture was stirred at ambient temperature for 5 hours, followed by concentration under reduced pressure. The residue was dissolved in methylene chloride and washed with water. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure to give 14.0 g of 2(S)-amino-1-phenyl-3(S)-hydroxy-6-methylheptane.

Workup

  1. additionwas added
  2. concentrationfollowed by concentration under reduced pressure
  3. dissolutionThe residue was dissolved in methylene chloride
  4. washwashed with water
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c053059ebc0a493291a0048c148790f3
Source dataset
uspto-grants-1996_06
Patent number
US05523410

Reaction notes

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