Magnesium → HCID 6931475, compound

HRID 1045126Notes

Reaction equation

HRID 1045126 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([Mg]Br)=[CH:5][CH:4]=1.[Mg].[Br-].[CH3:13][O:14]C1C=CC=CC=1.[C:21]1([Mg]Br)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C1COCC1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:13]([OH:14])[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 5462224MagnesiumHCID 86664080HCID 86664080, compoundHCID 178418255HCID 178418255, compoundHCID 178491912HCID 178491912, compound

Product 1

HCID 6931475HCID 6931475, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

An operation was carried out in the same manner as in Example 14, except that 0.22 mL (0.375 mmol) of 4-methoxyphenylmagnesium bromide (1.7 mol/L) prepared from magnesium and 4-methoxybenzene bromide was used instead of the anhydrous THF solution of phenylmagnesium bromide. Thus, (S)-4-methoxybenzhydrol was obtained. The conversion rate of the raw material was 98%, while the enantiomeric excess was 92% ee.

Sources & evidence

ORD record
ord-d551739413da41f8ab44cfd37cbf685e
Source dataset
uspto-grants-2013_10
Patent number
US08563786B2

Reaction notes

Loading…