Hydrochloric Acid → HCID 22748286, compound

HRID 461223Notes

Reaction equation

HRID 461223 reaction equation
[O:1]1[CH2:5][CH2:4][N:3]=[C:2]1[CH:6]1[CH:15]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=3[CH:8]([C:9]3[C:14]2=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH2:7]1.[O:22]1CCOCC1.[ClH:28]>>[ClH:28].[CH:20]1[C:21]2[CH:8]3[CH2:7][CH:6]([C:2]([O:1][CH2:5][CH2:4][NH2:3])=[O:22])[CH:15]([C:14]4[C:9]3=[CH:10][CH:11]=[CH:12][CH:13]=4)[C:16]=2[CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 12906351HCID 12906351, compound

Product 1

HCID 22748286HCID 22748286, compound

Procedure

A solution of 11-(2-oxazolin-2-yl)-9,10-dihydro-9,10-ethanoanthracene (4.122 g) in 1.074 N hydrochloric acid (13.9 ml) is allowed to stand at room temperature for 2.5 hours. The reaction mixture is mixed with dioxane to dissolve the precipitate formed and evaporated at room temperature under reduced pressure to remove the solvent. The residue is recrystallized from anhydrous ethanol-ether to give β-aminoethyl 9,10-dihydro-9,10-ethanoanthracene-11-carboxylate hydrochloride 1/2 hydrate (4.641 g) as crystals melting at 155° to 158° C. IR (Nujol), 3379, 1735 cm-1.

Workup

  1. dissolutionto dissolve the precipitate
  2. customformed
  3. customevaporated at room temperature under reduced pressure
  4. customto remove the solvent
  5. customThe residue is recrystallized from anhydrous ethanol-ether

Sources & evidence

ORD record
ord-9fbb24e05749482faff4dd724e83c354
Source dataset
uspto-grants-1977_12
Patent number
US04061854

Reaction notes

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