Methanol → HCID 2785826, compound

HRID 1284104Notes

Reaction equation

HRID 1284104 reaction equation
O[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[H-].[Na+].[C:13]([O:22]C)(=O)[C:14]1[C:15](=[CH:17][CH:18]=[CH:19][CH:20]=1)[OH:16].[CH3:24][OH:25]>C1(C)C(C)=CC=CC=1>[CH:20]1[C:14]2[C:13](=[O:22])[C:2]3[C:3](=[O:4])[C:5]4[CH:6]=[CH:7][CH:8]=[CH:9][C:10]=4[O:25][C:24]=3[O:16][C:15]=2[CH:17]=[CH:18][CH:19]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 4133Methyl SalicylateHCID 24758Sodium hydrideHCID 68490alpha-Hydroxyacetophenone

Product 1

HCID 2785826HCID 2785826, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneCatalyst

Procedure

The starting material was prepared as follows: 13.6 g. 2-hydroxyacetophenone and 19.2 g NaH in 200 ml. of dry xylene containing 2 drops of methanol were heated under reflux to boiling. Then 15.2 g of methyl salicylate were added and heating continued for 7 hours. The needlemass was washed with ether and ice-water/acetic acid (2:1) and then recrystallized from C Cl4. Yield 5.0 g (20%); colorless crystals; m. 118°C.

Workup

  1. customThe starting material was prepared
  2. temperatureunder reflux to boiling
  3. temperatureheating
  4. washThe needlemass was washed with ether and ice-water/acetic acid (2:1)
  5. customrecrystallized from C Cl4
  6. custom118°C.

Sources & evidence

ORD record
ord-f914f76484ea454ba3e6633a73a54aaa
Source dataset
uspto-grants-1976_08
Patent number
US03978081

Reaction notes

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