Allyl bromide → 1'-allyl-3H-spiro[isobenzofuran-1,4'-piperidin]-3-one

HRID 1657844Notes

Reaction equation

HRID 1657844 reaction equation
[NH:1]1[CH2:6][CH2:5][C:4]2([C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8](=[O:15])[O:7]2)[CH2:3][CH2:2]1.C(=O)(O)[O-].[Na+].[CH2:21](Br)[CH:22]=[CH2:23]>C(Cl)(Cl)Cl>[CH2:23]([N:1]1[CH2:6][CH2:5][C:4]2([C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8](=[O:15])[O:7]2)[CH2:3][CH2:2]1)[CH:22]=[CH2:21]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 516892Sodium BicarbonateHCID 98342553H-spiro(isobenzofuran-1,4'-piperidin)-3-one

Product 1

HCID 215068211'-allyl-3H-spiro[isobenzofuran-1,4'-piperidin]-3-one

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 1.02 g. of 1,3-dihydrospiro[isobenzofuran-1,4'-piperidine]-3-one, 1.0 g. of sodium bicarbonate, 10 ml. of chloroform, and 0.60 g. of allyl bromide is stirred at room temperature for 24 hours and filtered. The filtrate is washed with water, dried over potassium carbonate, and concentrated to an oily solid.

Workup

  1. additionA mixture of 1.02 g
  2. filtrationfiltered
  3. washThe filtrate is washed with water
  4. dry with materialdried over potassium carbonate
  5. concentrationconcentrated to an oily solid

Sources & evidence

ORD record
ord-7aed744e05344fdb9bb4a4a57b382fa4
Source dataset
uspto-grants-1976_06
Patent number
US03962259

Reaction notes

Loading…