Borane → HCID 54553078, compound

HRID 2232476Notes

Reaction equation

HRID 2232476 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][CH2:6][C:7]1([CH3:22])[CH2:12][C:11](=O)[C:10]2[CH:14]=[CH:15][C:16]([OH:21])=[C:17]([CH2:18][CH2:19][CH3:20])[C:9]=2[O:8]1)[CH3:2].B.B(F)(F)F.CCOCC>O1CCCC1>[CH2:1]([O:3][C:4](=[O:23])[CH2:5][CH2:6][C:7]1([CH3:22])[CH2:12][CH2:11][C:10]2[CH:14]=[CH:15][C:16]([OH:21])=[C:17]([CH2:18][CH2:19][CH3:20])[C:9]=2[O:8]1)[CH3:2]

Participants

5

Reactant 3

HCID 6331BoraneHCID 8000Boron trifluoride etherateHCID 13920736HCID 13920736, compound

Product 1

HCID 54553078HCID 54553078, compoundYield 79.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Using the procedure of Example 2, 257 mg of racemic-3,4-dihydro-7-hydroxy-2-methyl-4-oxo-8-n-propyl-2H-1-benzopyran-2-propanoic acid ethyl ester was reduced with borane.tetrahydrofuran and boron trifluoride etherate. There was obtained 195 mg of racemic-3,4-dihydro-7-hydroxy-2-methyl-8-n-propyl-2H-1-benzopyran-2-propanoic acid ethyl ester as a pale yellow oil, after chromatographic purification on silica gel.

Sources & evidence

ORD record
ord-25676885477f41f386973a342e0c46fe
Source dataset
uspto-grants-1988_11
Patent number
US04788214

Reaction notes

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