Hydrochloric Acid → HCID 70618924, compound

HRID 372399Notes

Reaction equation

HRID 372399 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C@@H:5]([NH:12]C(=O)C)[CH2:4][CH2:3]1.[ClH:16]>>[ClH:16].[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C@@H:5]([NH2:12])[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 54527979HCID 54527979, compound

Product 1

HCID 70618924HCID 70618924, compound

Procedure

A 20 g. sample of (S)-N-(1,2,3,4-tetrahydro-4-oxo-1-naphthyl)acetamide is stirred with 600 ml. of 6N HCl and the mixture is heated to flux for 24 hours. After allowing to stand for 48 hours, the aqueous solution is decanted and the remaining tar is washed with 200 ml. of H2O. The combined aqueous solutions are washed with CHCl3 (3×200 ml.) and the organic washes are counter-washed with 200 ml. of H2O. The combined aqueous solutions are filtered through celite and the filter cake is washed with 50 ml. of H2O. The aqueous filtrates are then evaporated to dryness in vacuo to afford the title compound, m.p. 230° C. to 235° C.

Workup

  1. waitto stand for 48 hours
  2. customthe aqueous solution is decanted
  3. washthe remaining tar is washed with 200 ml
  4. washThe combined aqueous solutions are washed with CHCl3 (3×200 ml.)
  5. washthe organic washes are counter-washed with 200 ml
  6. filtrationThe combined aqueous solutions are filtered through celite
  7. washthe filter cake is washed with 50 ml
  8. customThe aqueous filtrates are then evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-c5eeecca07af4151b78502dd613354a2
Source dataset
uspto-grants-1978_05
Patent number
US04091018

Reaction notes

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