Hydrochloric Acid → HCID 53857755, compound

HRID 2226918Notes

Reaction equation

HRID 2226918 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]2[NH:8][C:7]3[CH2:12][CH:13]([C:15]([OH:17])=[O:16])[CH2:14][C:6]=3[C:5]=2[CH:4]=1.Cl.[CH2:19](O)[CH3:20]>>[CH2:19]([O:16][C:15]([CH:13]1[CH2:12][C:7]2[NH:8][C:9]3[CH:10]=[CH:11][C:3]([O:2][CH3:1])=[CH:4][C:5]=3[C:6]=2[CH2:14]1)=[O:17])[CH3:20]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 18964014HCID 18964014, compound

Product 1

HCID 53857755HCID 53857755, compound

Procedure

To a suspension of 1,2,3,4-tetrahydro-7-methoxycyclopent[b]indole-2-carboxylic acid (10 g, 0.043 mole) in 100 ml of absolute ethanol, was added 3 ml of ethereal HCl solution, and the mixture was stirred at ambient temperature for twenty hours. The mixture was concentrated to a brown oil (10 g), which was eluted on a silica gel column with 1% ethyl acetate/dichloromethane via HPLC. The desired fractions were combined and concentrated to afford a brown oil, which solidified on cooling to give 8.0 g of a lavender solid ,mp 82°-3° C.

Workup

  1. concentrationThe mixture was concentrated to a brown oil (10 g), which
  2. washwas eluted on a silica gel column with 1% ethyl acetate/dichloromethane via HPLC
  3. concentrationconcentrated
  4. customto afford a brown oil, which
  5. temperatureon cooling

Sources & evidence

ORD record
ord-6c4a0f1f154840fda00287927ac6e3b5
Source dataset
uspto-grants-1994_09
Patent number
US05350762

Reaction notes

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