Sodium Bicarbonate → HCID 20394255, compound

HRID 261498Notes

Reaction equation

HRID 261498 reaction equation
[NH:1]1[CH2:6][CH2:5][C:4]2([CH2:10][C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[O:7]2)[CH2:3][CH2:2]1.C(=O)(O)[O-].[Na+].[CH3:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][C:29](Cl)=[O:30])=[CH:24][CH:23]=1>C(Cl)(Cl)Cl>[CH3:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][C:29]([N:1]2[CH2:6][CH2:5][C:4]3([CH2:10][C:9]4[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=4[O:7]3)[CH2:3][CH2:2]2)=[O:30])=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 27346884-Methoxyphenylacetyl chlorideHCID 127332303H-Spiro(1-benzofuran-2,4'-piperidine)

Product 1

HCID 20394255HCID 20394255, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A stirred suspension of 3.5 g of 2,3-dihydrospiro[benzofuran-2,4'-piperidine], Example 7 and 7.5 g of sodium bicarbonate in 40 ml of chloroform are reacted with a solution of 4.4 g of 4-methoxyphenylacetyl chloride in 10 ml of chloroform and thereafter treated according to the procedure of Example 13 to provide a yellow oil. The oil is chromatographed on a silica column with a 3% methyl alcohol in chloroform eluant to provide a white solid which is recrystallized thrice from hexane to provide the product, 2,3-dihydro-1'-[(4-methoxyphenyl)acetyl]spiro[benzofuran-2,4'-piperidine], mp 87°-88° C.

Workup

  1. additiontreated
  2. customto provide a yellow oil
  3. customThe oil is chromatographed on a silica column with a 3% methyl alcohol in chloroform eluant
  4. customto provide a white solid which
  5. customis recrystallized thrice from hexane

Sources & evidence

ORD record
ord-0ada8dac155f4fa2b59dbbb1924c0d66
Source dataset
uspto-grants-1979_08
Patent number
US04166119

Reaction notes

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