Diethyl Oxalate → HCID 15827923, compound

HRID 2076269Notes

Reaction equation

HRID 2076269 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-8efba04e59244238aea2765b58d84682
Source dataset
uspto-grants-2011_04
Patent number
US07923465B2

Reaction notes

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