Water → HCID 18430741, compound

HRID 1954286Notes

Reaction equation

HRID 1954286 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([C:8](=[O:16])C2C=CC=CC=2Cl)[CH:5]=[C:4]([CH2:17][CH3:18])[C:3]=1[O:19][CH3:20].CC(C)([O-:24])C.[K+].O>COCCOC>[Br:1][C:2]1[CH:7]=[C:6]([CH:5]=[C:4]([CH2:17][CH3:18])[C:3]=1[O:19][CH3:20])[C:8]([OH:16])=[O:24]

Participants

5

Reactant 3

HCID 962WaterHCID 23295998HCID 23295998, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 18430741HCID 18430741, compoundYield 73.5%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

At ambient temperature, to a stirred mixture containing 2-bromo-4-(2-chlorobenzoyl)-6-ethylanisole (10.0 g, 28.2 mmol) and potassium t-butoxide (31.7 g, 0.283 mol) in ethylene glycol dimethyl ether (157 mL) was added H2O (1.52 mL). After 6 h, the reaction solids were collected by filtration and washed with ether (2×). The crude product was dissolved in H2O (200 mL), acidified with 2N HCl (pH <2) and stirred for 7 h. The precipitate was collected by filtration, washed with H2O (2×) and dried to give 5.37 g (73%) of the title compound. 1H NMR: consistent. mass spectrum (EI) m/z 258 (M+).

Workup

  1. customthe reaction solids
  2. filtrationwere collected by filtration
  3. washwashed with ether (2×)
  4. dissolutionThe crude product was dissolved in H2O (200 mL)
  5. filtrationThe precipitate was collected by filtration
  6. washwashed with H2O (2×)
  7. customdried

Sources & evidence

ORD record
ord-6cfbcd0c51914c739991e3c9da8ef35e
Source dataset
uspto-grants-2000_09
Patent number
US06121271

Reaction notes

Loading…