Phosgene → HCID 58355784, compound

HRID 336039Notes

Reaction equation

HRID 336039 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C:10]([OH:14])([CH3:13])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:15](Cl)([Cl:17])=[O:16]>C1COCC1.C1(C)C=CC=CC=1>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C:10]([O:14][C:15]([Cl:17])=[O:16])([CH3:13])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 6371PhosgeneHCID 22951485tert-Butyl 3-hydroxy-3-methylpyrrolidine-1-carboxylate

Product 1

HCID 58355784HCID 58355784, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 3-hydroxy-3-methylpyrrolidine-carboxylic acid tert-butyl ester (200 mg, 1.00 mmol) in THF (4 mL) was slowly treated with phosgene 20% in toluene (0.954 mL). After stirring at rt for 16 h, solvents were removed under reduced pressure and co-evaporate with CH2Cl2. The crude 3-chlorocarbonyloxy-3-methylpyrrolidine-carboxylic acid tert-butyl ester was used directly in the next step.

Workup

  1. customsolvents were removed under reduced pressure and co-evaporate with CH2Cl2

Sources & evidence

ORD record
ord-91c2ab9a71984d2c8bbf43b1e2e42bc9
Source dataset
uspto-grants-2014_11
Patent number
US08884030B2

Reaction notes

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