Bromide ion → HCID 54263737, compound

HRID 1870072Notes

Reaction equation

HRID 1870072 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1.[Mg].[CH3:13][O:14][C:15]1[CH:16]=[C:17]2[C:22](=[CH:23][CH:24]=1)[CH:21]=[C:20](Br)[CH:19]=[CH:18]2.[Br-].[Mg]>C1COCC1>[CH3:13][O:14][C:15]1[CH:16]=[C:17]2[C:22](=[CH:23][CH:24]=1)[CH:21]=[C:20]([C:10]1[CH:11]=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][C:6]=1[C:7]([C:6]1[CH:10]=[CH:11][C:3]([O:2][CH3:1])=[CH:4][C:5]=1[C:20]1[CH:19]=[CH:18][C:17]3[C:22](=[CH:23][CH:24]=[C:15]([O:14][CH3:13])[CH:16]=3)[CH:21]=1)=[O:8])[CH:19]=[CH:18]2

Participants

6

Reactant 4

HCID 259Bromide ionHCID 7477p-Anisoyl chlorideHCID 5462224MagnesiumHCID 70119476HCID 70119476, compound

Product 1

HCID 54263737HCID 54263737, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

36 g of p-methoxybenzoyl chloride are reacted with 1 Eq of 6-methoxy-2-bromonaphthalene magnesium in a solution in THF (solution prepared by reacting the bromide with 1.5 Eq of magnesium, followed by filtration) at 0° C. for 2 h. The medium is then poured into a mixture of 300 g of ice and 50 mL of concentrated HCl. The precipitate formed is recovered and washed with water (3×500 mL). After drying, 61 g of 2-(6-methoxynaphth-2-yl)-(4-methoxyphenyl) ketone are obtained.

Workup

  1. customprepared
  2. filtrationfollowed by filtration) at 0° C. for 2 h
  3. additionThe medium is then poured into a mixture of 300 g of ice and 50 mL of concentrated HCl
  4. customThe precipitate formed
  5. customis recovered
  6. washwashed with water (3×500 mL)
  7. customAfter drying

Sources & evidence

ORD record
ord-1b3df259327443ac8f6ed7c7cd635dea
Source dataset
uspto-grants-2000_08
Patent number
US06096246

Reaction notes

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