Potassium Hydroxide → HCID 13388644, compound

HRID 2164222Notes

Reaction equation

HRID 2164222 reaction equation
Cl.[C:2]([CH:7]([NH:16][CH:17]([CH3:32])[C:18]([N:20]1[CH2:28][CH:27]2[CH:22]([CH2:23][CH2:24][CH2:25][CH2:26]2)[CH:21]1[C:29]([OH:31])=[O:30])=[O:19])[CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([O:4]CC)=[O:3].[OH-].[K+]>C(O)C>[C:2]([CH:7]([NH:16][CH:17]([CH3:32])[C:18]([N:20]1[CH2:28][CH:27]2[CH:22]([CH2:23][CH2:24][CH2:25][CH2:26]2)[CH:21]1[C:29]([OH:31])=[O:30])=[O:19])[CH2:8][CH2:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)([OH:4])=[O:3]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 70480535HCID 70480535, compound

Product 1

HCID 13388644HCID 13388644, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 0.7 g of 2-[2-([1-carbethoxy-3-phenylpropyl]amino]-1-oxopropyl]octahydro-1H-isoindole-1-carboxylic acid hydrochloride in 15 ml of absolute ethanol is treated with 0.5 g of potassium hydroxide pellets. The mixture is stirred at room temperature overnight, then filtered and the solvent is evaporated at reduced pressure. The residue is taken up in 50 ml of water and acidified to pH 3 with 4N hydrochloric acid. The product precipitates out and is recrystallized from absolute ethanol; mp 193°-197° C. [α]D23 =-39.9°.

Workup

  1. filtrationfiltered
  2. customthe solvent is evaporated at reduced pressure
  3. customThe product precipitates out
  4. customis recrystallized from absolute ethanol
  5. custommp 193°-197° C. [α]D23 =-39.9°

Sources & evidence

ORD record
ord-2aa58b34194949928f896b24d9b114a9
Source dataset
uspto-grants-1985_03
Patent number
US04503043

Reaction notes

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