3-Bromoanisole → HCID 22397834, compound

HRID 2376644Notes

Reaction equation

HRID 2376644 reaction equation
[Mg].Br[C:3]1[CH:4]=[C:5]([O:9][CH3:10])[CH:6]=[CH:7][CH:8]=1.[CH2:11]([N:18]1[CH2:23][CH2:22][C:21](=[O:24])[CH2:20][CH2:19]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C1COCC1>[CH2:11]([N:18]1[CH2:23][CH2:22][C:21]([C:3]2[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[CH:4]=2)([OH:24])[CH2:20][CH2:19]1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 169713-BromoanisoleHCID 192201-Benzyl-4-piperidoneHCID 5462224Magnesium

Product 1

HCID 22397834HCID 22397834, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

This compound is prepared by the procedure described in step A of preparation 1.7, from 1.55 g of magnesium in 25 ml of THF, a solution of 12 g of 3-bromoanisole and 15 ml of THF and a solution of 10 g of 1-benzyl-4-piperidone in 30 ml of THF. The product obtained is chromatographed on silica gel, eluting with a DCM/MeOH (97/3 to 95/5; v/v) mixture. This gives 13.7 g of the expected product.

Workup

  1. customThis compound is prepared by the procedure
  2. customThe product obtained
  3. customis chromatographed on silica gel
  4. washeluting with a DCM/MeOH (97/3 to 95/5; v/v) mixture

Sources & evidence

ORD record
ord-cc9203a9b4414b349fa35568bd76cbf5
Source dataset
uspto-grants-2008_12
Patent number
US07468368B2

Reaction notes

Loading…