Chromanone → Chroman-4-ol

HRID 862475Notes

Reaction equation

HRID 862475 reaction equation
[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[CH2:3][CH2:2]1.B.[Na]>C(O)C.CO.O1CCCC1>[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([OH:11])[CH2:3][CH2:2]1

Participants

6

Reactant 2

HCID 68110ChromanoneHCID 178418435HCID 178418435, compound

Product 1

HCID 92890Chroman-4-ol

Reagents, catalysts & solvents 3

HCID 702EthanolSolvent2×HCID 887MethanolSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

The compound 3 is reduced using a reducing agent such as sodium boron hydride in a solvent such as methanol, ethanol and tetrahydrofuran, preferably in an alcohol solvent such as methanol and ethanol, under cooling to room temperature to give 4-chromanol (compound 4 wherein R1, R2 and R3 are as defined above).

Sources & evidence

ORD record
ord-5a718ffded6043de9fbf0c80a61f7652
Source dataset
uspto-grants-1998_02
Patent number
US05719155

Reaction notes

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