Acetone → HCID 58335259, compound

HRID 2060642Notes

Reaction equation

HRID 2060642 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH:8]([O:12][CH2:13][CH3:14])[O:9][CH2:10][CH3:11])=[C:4]([F:15])[CH:3]=1.[Li]CCCC.[CH3:21][C:22]([CH3:24])=[O:23]>>[CH2:10]([O:9][CH:8]([O:12][CH2:13][CH3:14])[C:5]1[CH:6]=[CH:7][C:2]([C:22]([OH:23])([CH3:24])[CH3:21])=[CH:3][C:4]=1[F:15])[CH3:11]

Participants

4

Reactant 3

HCID 180AcetoneHCID 583352614-Bromo-1-(diethoxymethyl)-2-fluorobenzeneHCID 178418339Butyllithium

Product 1

HCID 58335259HCID 58335259, compound

Procedure

The title compound was prepared as described in Example 15, Step 3 using 4-bromo-1-(diethoxymethyl)-2-fluorobenzene (2.8 g, 0.01 mol), n-BuLi (4.8 mL of 2.5M, 0.012 mol), and acetone (0.96 mL, 0.013 mol) as starting materials. 1H NMR (400 MHz, CDCl3): δ 10.23 (s, 1H), 7.47 (d, 1H), 7.26 (s, 1H), 7.28 (d, 1H), 5.74 (s, 1H), 3.62 (s, 2H), 3.47-3.52 (m, 2H), 1.48 (s, 6H), 1.16 (t, 6H).

Sources & evidence

ORD record
ord-05d1f432db3343f3b312f33b6deff4c3
Source dataset
uspto-grants-2012_10
Patent number
US08278335B2

Reaction notes

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