Triethylamine → Acetic Anhydride

HRID 1744422Notes

Reaction equation

HRID 1744422 reaction equation
CS(O)(=O)=[O:3].[NH2:6][C@H:7]([CH3:13])[CH2:8][C:9]([O:11][CH3:12])=[O:10].C(N([CH2:19][CH3:20])CC)C>>[C:19]([NH:6][C@H:7]([CH3:13])[CH2:8][C:9]([O:11][CH3:12])=[O:10])(=[O:3])[CH3:20].[C:9]([O:11][C:19](=[O:3])[CH3:20])(=[O:10])[CH3:8]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 86605368HCID 86605368, compound

Product 2

HCID 7918Acetic AnhydrideHCID 11275152methyl (R)-N-acetyl-3-aminobutyrate

Procedure

The enantiomeric excess was measured after conversion of the methyl (R)-3-aminobutanoate methanesulfonate obtained into methyl (R)-3-acetamidobutanoate by acetylation with acetic anhydride in the presence of triethylamine, and was found to be 85.0% ee.

Sources & evidence

ORD record
ord-92b7c1fec0454e7e81f1c2fa4a1071e0
Source dataset
uspto-grants-2006_03
Patent number
US07015348B2

Reaction notes

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