HCID 54595143, compound → HCID 79190568, compound

HRID 879587Notes

Reaction equation

HRID 879587 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:16])=[C:6]([CH:8]([C:10]2[CH:15]=CC=C[CH:11]=2)[OH:9])[CH:7]=1.C([Mg]Br)(C)=C>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:16])=[C:6]([CH:8]([OH:9])[C:10]([CH3:15])=[CH2:11])[CH:7]=1

Participants

4

Reactant 2

HCID 54595143HCID 54595143, compoundHCID 178456138HCID 178456138, compound

Product 1

HCID 79190568HCID 79190568, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Prepared in a similar manner to (5-bromo-2-fluorophenyl)(phenyl)methanol, but using 0.5M isopropenylmagnesium bromide in THF instead of 1M phenylmagnesium bromide in THF. 1H NMR (400 MHz, CDCl3) δ 7.60 (dd, J=6.4, 2.6 Hz, 1H), 7.36 (ddd, J=8.7, 4.5, 2.6 Hz, 1H), 6.96-6.88 (m, 1H), 5.42 (s, 1H), 5.17 (s, 1H), 4.99 (s, 1H), 2.10 (br s, 1H), 1.66 (s, 3H).

Sources & evidence

ORD record
ord-8289633df7804f71ba720c87b67b4b34
Source dataset
uspto-grants-2015_03
Patent number
US08987250B2

Reaction notes

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