Hydrochloric Acid → HCID 86593380, compound

HRID 1442953Notes

Reaction equation

HRID 1442953 reaction equation
C(C1CCC(C)CC1[O:11][C:12]([CH:14]1[CH2:18][CH:17]([CH2:19][CH:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)[CH2:16][N:15]1C(OC(C)(C)C)=O)=[O:13])(C)C.[ClH:33]>C1(C)C=CC=CC=1>[ClH:33].[CH:20]1([CH2:19][C@@H:17]2[CH2:16][NH:15][C@H:14]([C:12]([OH:13])=[O:11])[CH2:18]2)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68543521HCID 68543521, compound

Product 1

HCID 86593380HCID 86593380, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4-Cyclohexylmethyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-(2-isopropyl-5-methyl-cyclohexyl)ester (Preparation 38, 316 mg, 0.70 mmol) was dissolved in toluene (2 ml). 6N hydrochloric acid (50 ml) was added and stirred at reflux for 72 hours. The reaction mixture was cooled to room temperature and extracted with ethyl acetate (3×20 ml). The aqueous layer was concentrated by evaporation under reduced pressure to give the title compound as a white solid (80 mg, 48%).

Workup

  1. temperatureat reflux for 72 hours
  2. extractionextracted with ethyl acetate (3×20 ml)
  3. concentrationThe aqueous layer was concentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-dd69c4b494a245fc90c9811035194975
Source dataset
uspto-grants-2010_02
Patent number
US07659305B2

Reaction notes

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