Ammonia → HCID 136045005, compound

HRID 1170932Notes

Reaction equation

HRID 1170932 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][C:13]([C:15]2[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:16]=2[OH:22])=O)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[NH3:23]>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][C:13]([C:15]2[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:16]=2[OH:22])=[NH:23])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 59553801HCID 59553801, compound

Product 1

HCID 136045005HCID 136045005, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 1.72 g (5.6 mmol) 3-(3,4-dimethoxy-phenyl)-1-(5-fluoro-2-hydroxy-phenyl)-propan-1-one and 24 mL NH3 (7N) in methanol was heated to 60° C. for 16 h in a sealed tube. The mixture was concentrated and purified on silica eluting with a gradient formed from heptane and ethyl acetate. The product containing fractions were evaporated to yield 0.693 g (32%) of the title compound. MS (m/e): 304.1 (MH+).

Workup

  1. concentrationThe mixture was concentrated
  2. custompurified on silica eluting with a gradient
  3. customformed from heptane and ethyl acetate
  4. additionThe product containing fractions
  5. customwere evaporated

Sources & evidence

ORD record
ord-64be647dc05a4442a1cf6131c668c03a
Source dataset
uspto-grants-2010_11
Patent number
US07829563B2

Reaction notes

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