Hydrochloric Acid → (2S,3aR,7aS)-Octahydro-1H-indole-2-carboxylic acid hydrochloride

HRID 2065936Notes

Reaction equation

HRID 2065936 reaction equation
[ClH:1].[NH:2]1[C@@H:10]2[C@H:5]([CH2:6][CH2:7][CH2:8][CH2:9]2)[CH2:4][C@H:3]1[C:11]([O:13]CC)=[O:12]>>[ClH:1].[NH:2]1[C@@H:10]2[C@H:5]([CH2:6][CH2:7][CH2:8][CH2:9]2)[CH2:4][C@H:3]1[C:11]([OH:13])=[O:12]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 33789390(2S,3aR,7aS)-Ethyl octahydro-1H-indole-2-carboxylate

Product 1

HCID 24820572(2S,3aR,7aS)-Octahydro-1H-indole-2-carboxylic acid hydrochloride

Procedure

6 N hydrochloric acid (6 mL) was added to 0.42 g of (2S,3aR,7aS)-ethyl octahydro-1H-indole-2-carboxylate (16) and heated to reflux for NLT 4 hours. The mixture was concentrated and dried under vacuum to afford 0.42 g of (2S,3aR,7aS)-octahydro-1H-indole-2-carboxylic acid hydrochloride (5) as a crystalline solid.

Workup

  1. temperatureheated
  2. temperatureto reflux for NLT 4 hours
  3. concentrationThe mixture was concentrated
  4. customdried under vacuum

Sources & evidence

ORD record
ord-861673033fe34074946ba5028973f40e
Source dataset
uspto-grants-2012_10
Patent number
US08288565B2

Reaction notes

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