HCID 11002093, compound → HCID 11481899, compound

HRID 1636077Notes

Reaction equation

HRID 1636077 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:23])[CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][C:10]=1[O:24][CH3:25])C1C=CC=CC=1>ClCCl.Br.C(O)(=O)C>[OH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:23])[CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][C:10]=1[O:24][CH3:25]

Participants

5

Reactant 1

HCID 11002093HCID 11002093, compound

Product 1

HCID 11481899HCID 11481899, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 260Hydrogen BromideSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 5.9 g, (17.8 mmol) of the above ketone in a mixture of dichloromethane (60 mL) and 30% hydrobromic acid in acetic acid (27 mL) was stirred for 1.5 h at room temperature and then the dichloromethane was evaporated at reduced pressure and the reaction mixture was poured onto 200 mL of an ice/water mixture. The precipitate formed was filtered off, and dried under vacuum to provide 1-(4-hydroxy-3-methoxyphenyl)-2-phenyl-1-ethanone as beige crystals, m.p. 107 to 108° C.

Workup

  1. customthe dichloromethane was evaporated at reduced pressure
  2. additionthe reaction mixture was poured onto 200 mL of an ice/water mixture
  3. customThe precipitate formed
  4. filtrationwas filtered off
  5. customdried under vacuum

Sources & evidence

ORD record
ord-339330ee53ae456e9550a25eb001d096
Source dataset
uspto-grants-2003_01
Patent number
US06512136B1

Reaction notes

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