HCID 9976315, compound → Methyl heptanoate

HRID 2414286Notes

Reaction equation

HRID 2414286 reaction equation
[CH3:1][O:2][C:3](=[O:26])[CH2:4][CH2:5][CH2:6]/[CH:7]=[CH:8]\[CH2:9]N1[C@@H](COC(=O)NCCCCC)CCC1=O>[Pd].CO>[CH3:1][O:2][C:3](=[O:26])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

4

Reactant 1

HCID 9976315HCID 9976315, compound

Product 1

HCID 7826Methyl heptanoateYield 256%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Palladium on carbon (10 mol %, 5 mg) was added to a solution of alkene 27 (24 mg, 0.065 mmol) in MeOH (2.0 mL). The flask was evacuated and refilled with hydrogen (3×), and the reaction mixture was stirred vigorously under a balloon of hydrogen for 5 h. The mixture was then filtered through celite, washing with MeOH (5 mL) and the filtrate was concentrated in vacuo to afford 24 mg (99%) of the title compound (29).

Workup

  1. customThe flask was evacuated
  2. additionrefilled with hydrogen (3×)
  3. filtrationThe mixture was then filtered through celite
  4. washwashing with MeOH (5 mL)
  5. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-311443d9300a4918b8555750a0cdcdb2
Source dataset
uspto-grants-2004_11
Patent number
US06812240B1

Reaction notes

Loading…