Diethyl Oxalate → HCID 15827923, compound

HRID 1967177Notes

Reaction equation

HRID 1967177 reaction equation
C[Si](C)(C)N[Si](C)(C)C.[Li]CCCC.[CH2:15]1[CH:19]2[CH2:20][C:21](=[O:22])[CH:17]([CH2:18]2)[CH2:16]1.[C:23](OCC)(=[O:29])[C:24]([O:26][CH2:27][CH3:28])=[O:25]>CCOCC>[O:29]=[C:23]([CH:20]1[C:21](=[O:22])[CH:17]2[CH2:18][CH:19]1[CH2:15][CH2:16]2)[C:24]([O:26][CH2:27][CH3:28])=[O:25]

Participants

6

Reactant 4

HCID 7268Diethyl OxalateHCID 10345Bicyclo(2.2.1)heptan-2-oneHCID 13838HexamethyldisilazaneHCID 178418339Butyllithium

Product 1

HCID 15827923HCID 15827923, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The title product was prepared by a procedure similar to that described in step 1 of intermediate 1, from hexamethyldisilazane (4.2 ml, 20.0 mmol), ether (91 ml), nBuLi (2.3M in hexane, 11.63 ml, 27.3 mmol), norcamphor (2.0 g, 18.2 mmol) and diethyl oxalate (2.96 ml, 21.82 mmol) the title product was obtained.

Workup

  1. customThe title product was prepared by a procedure similar to
  2. customwas obtained

Sources & evidence

ORD record
ord-a03d3e7d55ce4f769e3cafaff9f5fd79
Source dataset
uspto-grants-2013_04
Patent number
US08420689B2

Reaction notes

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