Hydrochloric Acid → HCID 22748286, compound

HRID 1390675Notes

Reaction equation

HRID 1390675 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 2-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-8c44582acba14b3592cdb4b23c954119
Source dataset
uspto-grants-1979_02
Patent number
US04139711

Reaction notes

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