2-Bromophenol → HCID 68532177, compound

HRID 132612

Reaction equation

HRID 132612 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].C([Li])CCC.[CH3:14][O:15][CH2:16][C:17](=[O:19])[CH3:18]>>[OH:19][C:17]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8])([CH3:18])[CH2:16][O:15][CH3:14]

Participants

4

Reactant 3

HCID 72442-BromophenolHCID 22172MethoxyacetoneHCID 178418339Butyllithium

Product 1

HCID 68532177HCID 68532177, compound

Procedure

2-(2-hydroxy-1-methoxypropan-2-yl)phenol was prepared according to the procedure described for 417a using 2-bromophenol (400 μL, 3.4 mmol), n-butyllithium in hexanes (1.6 M, 5.0 mL, 7.9 mmol) and methoxyacetone (412 uL, 4.48 mmol). 1H NMR (400 MHz, CDCl3) δppm 1.64 (s, 3H), 3.45 (d, J=9.3 Hz, 1H), 3.47 (s, 3H), 3.77 (d, J=9.3 Hz, 1H), 6.85 (m, 1H), 6.90 (m, 1H), 7.04 (m, 1H), 7.20 (m, 1H), 9.22 (s, 1H).

Sources & evidence

ORD record
ord-02e2cd31c3de4f01863d1d6b2409c399
Source dataset
uspto-grants-2008_06
Patent number
US07388021B2

Linked notes

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