Hydrochloric Acid → HCID 86648889, compound

HRID 417658Notes

Reaction equation

HRID 417658 reaction equation
[O:1]=[C:2]1[CH2:6][N:5](C(OC(C)(C)C)=O)[C@H:4]([C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:15])[CH2:3]1.[ClH:24]>O1CCCC1.O1CCOCC1>[ClH:24].[O:1]=[C:2]1[CH2:6][NH:5][C@H:4]([C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:15])[CH2:3]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 10958148(S)-2-benzyl 1-tert-butyl 4-oxopyrrolidine-1,2-dicarboxylate

Product 1

HCID 86648889HCID 86648889, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 312751,4-DioxaneSolvent

Procedure

To a stirring solution of (S)-2-benzyl 1-tert-butyl 4-oxopyrrolidine-1,2-dicarboxylate (2.82 g, 8.8 mmol) in anhydrous tetrahydrofuran (44 mL) was added 4N HCl in 1,4-dioxane (9.3 mL) at room temperature. The mixture was stirred for 18 hours at room temperature. The product was then three times with toluene on rotovap to dryness to remove all the excess acid and further dried on a high vacuum overnight and used as is in the next step. Quantitative yield.

Workup

  1. customthree times with toluene on rotovap to dryness to remove all the excess acid
  2. customfurther dried on a high vacuum overnight

Sources & evidence

ORD record
ord-9683bbec8c044548b80a900472e81562
Source dataset
uspto-grants-2012_01
Patent number
US08088368B2

Reaction notes

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