Hydrochloric Acid → HCID 86648889, compound

HRID 2039208Notes

Reaction equation

HRID 2039208 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-e85ae15a815c4071b5b1d9760bf85398
Source dataset
uspto-grants-2013_11
Patent number
US08575118B2

Reaction notes

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