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

HRID 1287904Notes

Reaction equation

HRID 1287904 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 caarbonate, 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 caarbonate
  5. concentrationconcentrated to an oily solid

Sources & evidence

ORD record
ord-eba6f7579f204a3bafb6e817848c2247
Source dataset
uspto-grants-1976_10
Patent number
US03985889

Reaction notes

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