4-(2-Tetrahydro-2H-pyranoxy)benzaldehyde → Acetophenone

HRID 974369

Reaction equation

HRID 974369 reaction equation
O[CH:2](OC1CCOCC1)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].O1CCCCC1OC1C=CC(C=O)=CC=1>CO>[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=[O:4])[CH3:2]

Participants

4

Reactant 2

HCID 112527364-(2-Tetrahydro-2H-pyranoxy)benzaldehydeHCID 199863562-Hydroxy-4-tetrahydropyranyloxyacetophenone

Product 1

HCID 7410Acetophenone

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 210 ml of methanol were dissolved 71.424 g of the mixture of 2-hydroxy-4-tetrahydropyranyloxyacetophenone and 4-tetrahydropyranyloxybenzaldehyde obtained in (1) above and 44.168 g (140 mmol) of barium hydroxide octahydrate, and the solution was agitated at 40° C. for 9 hours. After cooling, 210 ml of methylene chloride was added and then under ice cooling, hydrochloric acid was added slowly and dropwise at a temperature of from 0° to 5° C. to adjust the water layer to pH 6 to 7.

Sources & evidence

ORD record
ord-1c50322a363d4acdb0c1dbeb01cc66e2
Source dataset
uspto-grants-1991_11
Patent number
US05068364

Linked notes

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