Tetrahydrofuran → HCID 714902, compound

HRID 1045128Notes

Reaction equation

HRID 1045128 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[Mg]Br.[C:8]1([Mg]Br)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C1C[O:19][CH2:18]C1>>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C@H:18]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[OH:19]

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 178418255HCID 178418255, compoundHCID 178418438HCID 178418438, compound

Product 1

HCID 714902HCID 714902, compound

Procedure

An operation was carried out in the same manner as in Example 14, except that 0.375 mL (0.375 mmol) of commercial 2-thienylmagnesium bromide (1.0 mol/L) was used instead of the anhydrous THF solution of phenylmagnesium bromide. Thus, (S)-2-thienylphenylmethanol was obtained. The conversion rate of the raw material was 89%, while the enantiomeric excess was 69% ee.

Sources & evidence

ORD record
ord-1a0132a0ba8a4c0ba39ff9f5086d7f3c
Source dataset
uspto-grants-2013_10
Patent number
US08563786B2

Reaction notes

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