Sodium Hydroxide → HCID 19370017, compound

HRID 849255Notes

Reaction equation

HRID 849255 reaction equation
[OH:1][C:2]([CH3:13])([CH3:12])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)=[O:4].[OH-].[Na+].[CH3:16][O:17][CH:18]([O:21][CH3:22])[CH2:19]Cl>CO>[CH3:16][O:17][CH:18]([O:21][CH3:22])[CH2:19][O:11][C:8]1[CH:9]=[CH:10][C:5]([C:3](=[O:4])[C:2]([OH:1])([CH3:13])[CH3:12])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 609862-Chloro-1,1-dimethoxyethaneHCID 22239681110538-16-4

Product 1

HCID 19370017HCID 19370017, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

10 g (55.5 mmol) of 2-hydroxy-1-(4-hydroxyphenyl)-2-methylpropan-1-one are dissolved in 50 g of methanol together with 2.22 g (55.5 mmol) of NaOH, and kept at 150° C. for 5 hours in a bomb tube with 20 g of chloroacetaldehyde dimethyl acetal. The reaction mixture is evaporated, and the residue is dissolved in ether and washed with 0.1 N NaOH. The crude product (14.8 g) is crystallized from ether/petroleum ether, giving 9.8 g (65% of theory) of a beige product of m.p. 52-53° C.

Workup

  1. customThe reaction mixture is evaporated
  2. dissolutionthe residue is dissolved in ether
  3. washwashed with 0.1 N NaOH
  4. customThe crude product (14.8 g) is crystallized from ether/petroleum ether
  5. customgiving 9.8 g (65% of theory) of a beige product of m.p. 52-53° C.

Sources & evidence

ORD record
ord-f8b683b5b1b848ff8780cb0c655f22aa
Source dataset
uspto-grants-2000_01
Patent number
US06011077

Reaction notes

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