Hydrochloric Acid → HCID 86648889, compound

HRID 79907Notes

Reaction equation

HRID 79907 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-97fe507ab63f4d7386ea53e9684b0cea
Source dataset
uspto-grants-2014_09
Patent number
US08841278B2

Reaction notes

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