Triethylamine → HCID 15136297, compound

HRID 1493470Notes

Reaction equation

HRID 1493470 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].CCN(CC)CC.[CH2:27]=[C:28]=[O:29]>C(Cl)Cl>[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

5

Reactant 3

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

Product 1

HCID 15136297HCID 15136297, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

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 withtriethylamine (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-bde988054d3b4e418ce8fae260d4bc0d
Source dataset
uspto-grants-1991_06
Patent number
US05021566

Reaction notes

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