Ammonium Hydroxide → HCID 12805578, compound

HRID 2420035Notes

Reaction equation

HRID 2420035 reaction equation
C([S:4][CH2:5][CH2:6][C:7]([NH:9][C:10]1([C:15]([OH:17])=[O:16])[CH2:14][CH2:13][CH2:12][CH2:11]1)=[O:8])(=O)C.[OH-].[NH4+]>O>[SH:4][CH2:5][CH2:6][C:7]([NH:9][C:10]1([C:15]([OH:17])=[O:16])[CH2:11][CH2:12][CH2:13][CH2:14]1)=[O:8]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 12805577HCID 12805577, compound

Product 1

HCID 12805578HCID 12805578, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

The product of Example 3 (1.04 g.) is treated for 1 hour, under an argon blanket, with a solution of 2.4 ml. of water and 1.6 ml. of concentrated ammonium hydroxide solution. The reaction mixture is diluted with water, extracted twice with ethyl acetate, the aqueous phase is acidified with concentrated hydrochloric acid and extracted into ethyl acetate. The ethyl acetate extract is dried over magnesium sulfate and concentrated in vacuo. The product, 1-[(3-mercaptopropanoyl)amino]cyclopentane carboxylic acid, is crystallized from ethyl acetate and recrystallized from acetonitrile, yield 343 mg., m.p. 175°-176°.

Workup

  1. extractionextracted twice with ethyl acetate
  2. extractionextracted into ethyl acetate
  3. extractionThe ethyl acetate extract
  4. dry with materialis dried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe product, 1-[(3-mercaptopropanoyl)amino]cyclopentane carboxylic acid, is crystallized from ethyl acetate
  7. customrecrystallized from acetonitrile, yield 343 mg

Sources & evidence

ORD record
ord-d7cf70e1a5d8428092383f9ae27c1653
Source dataset
uspto-grants-1978_08
Patent number
US04108886

Reaction notes

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