Methanol → HCID 86669145, compound

HRID 1468770Notes

Reaction equation

HRID 1468770 reaction equation
BrC[C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([O:12][CH3:13])=[O:11])=[CH:5][CH:4]=1.[NH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1.[CH3:20]O>>[N:14]1([C:3]2[CH:4]=[CH:5][C:6]([CH2:9][C:10]([O:12][CH3:13])=[O:11])=[C:7]([CH3:20])[CH:8]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

4

Reactant 3

HCID 887MethanolHCID 8082PiperidineHCID 11770640Methyl 2-(4-(bromomethyl)phenyl)acetate

Product 1

HCID 86669145HCID 86669145, compoundYield 98%

Procedure

To a solution of methyl (4-bromomethyl-phenyl)acetate (6.00 g, 24.7 mmol) in methanol (60 ml) was added piperidine (6.30 g, 74.0 mmol) at 0° C. The mixture was stirred at room temperature for 3 hours. The solvent was then evaporated under reduced pressure. The residue was poured into water, and extracted with ethyl acetate. The organic layer was washed with water, dried over sodium sulfate, and concentrated in vacuo to afford methyl (4-piperidin-1-yl-methyl-phenyl)acetate as a pale red oil (5.98 g, 24.2 mmol, 98%).

Workup

  1. customThe solvent was then evaporated under reduced pressure
  2. additionThe residue was poured into water
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f352457aa5d845d2bf75b76d9c3aa53e
Source dataset
uspto-grants-2015_04
Patent number
US09006232B2

Reaction notes

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