Triethylamine → HCID 15136297, compound

HRID 1164334Notes

Reaction equation

HRID 1164334 reaction equation
[N:1]12[C:7](=[O:8])[CH2:6][CH:5]1[CH2:4][C:3](=[O:9])[CH:2]2[C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11].C(N(CC)CC)C.[CH2:27]=[C:28]=[O:29]>>[C:28]([O:9][C:3]1[CH2:4][CH:5]2[N:1]([C:7](=[O:8])[CH2:6]2)[C:2]=1[C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11])(=[O:29])[CH3:27]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 10038KeteneHCID 12804725Benzyl 3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate

Product 1

HCID 15136297HCID 15136297, compound

Procedure

A solution of benzyl 1-azabicyclo[3.2.0]heptan-3,7-dione-2-carboxylate (13 mg, 0.05 mmol) in anhydrous CH2CL2 (1 ml) is cooled in an ice-bath and treated with triethylamine (Et3N) (7 μl, 0.05 mmol). Ketene is passed through the resulting solution for 10 mins. The solvent and excess ketene are removed in vacuo to leave crude benzyl 3-acetoxy-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate

Workup

  1. customThe solvent and excess ketene are removed in vacuo

Sources & evidence

ORD record
ord-82b56b7fb82f4d7ebf3970f02113a370
Source dataset
uspto-grants-1983_01
Patent number
US04369187

Reaction notes

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