Sodium Hydroxide → HCID 86166943, compound

HRID 1034180Notes

Reaction equation

HRID 1034180 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[CH:4]([CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH:16]([NH:19]C(=O)C)[CH2:15][CH2:14]2)[CH2:3][CH2:2]1.[OH-].[Na+]>Cl>[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[CH:4]([CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH:16]([NH2:19])[CH2:15][CH2:14]2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19023662HCID 19023662, compound

Product 1

HCID 86166943HCID 86166943, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of N-[1-[2-(3,4-dihydro-2H-1-benzopyran-4-yl)ethyl]-4-piperidinyl]acetamide (3.3 g, 10.9 mmol) in 1.2 N hydrochloric acid (35 ml) was heated on a steam bath for 16 h. The reaction mixture was cooled and neutralized with 50% sodium hydroxide solution (pH 12). The basic aqueous solution was extracted with ethyl acetate. The organic extracts were washed with distilled water, dried (Na2SO4), filtered and evaporated in vacuo to afford the title compound (2.85 g, 100%) as an oily gum.

Workup

  1. temperatureThe reaction mixture was cooled
  2. extractionThe basic aqueous solution was extracted with ethyl acetate
  3. washThe organic extracts were washed with distilled water
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-701ed30010ba4254a3ff7ea12828a7ee
Source dataset
uspto-grants-1994_05
Patent number
US05314895

Reaction notes

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