HCID 10521715, compound → HCID 10617602, compound

HRID 1078504Notes

Reaction equation

HRID 1078504 reaction equation
[CH3:1][C:2]1([C:8]2[CH:9]=[C:10]([CH:14]=[CH:15][C:16]=2[O:17][Si:18]([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:20])[CH3:19])[C:11]([OH:13])=O)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[CH3:25][Li]>CCOCC>[CH3:1][C:2]1([C:8]2[CH:9]=[C:10]([C:11](=[O:13])[CH3:25])[CH:14]=[CH:15][C:16]=2[O:17][Si:18]([C:21]([CH3:22])([CH3:24])[CH3:23])([CH3:19])[CH3:20])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 10521715HCID 10521715, compoundHCID 178418348HCID 178418348, compound

Product 1

HCID 10617602HCID 10617602, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

28.82 g (0.083 mol) of 3-(1-methylcyclohexyl)-4-tert-butyldimethylsilyloxybenzoic acid, in 300 ml ether, are treated at -20° C. under nitrogen, with 0.166 mol of methyllithium (1.6M in ether). The reaction mixture is stirred under nitrogen overnight and it is then treated as for Example 25(a). After filtration of the residue on silica, 22 g (76%) of the expected product are isolated in the form of a yellow oil.

Workup

  1. additionit is then treated as for Example 25(a)
  2. filtrationAfter filtration of the residue on silica, 22 g (76%) of the expected product
  3. customare isolated in the form of a yellow oil

Sources & evidence

ORD record
ord-c5348c917f55474f9c03355d820d6878
Source dataset
uspto-grants-1996_08
Patent number
US05547983

Reaction notes

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