Trimethyl phosphite → HCID 57661178, compound

HRID 384589Notes

Reaction equation

Br[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:16])[C:12]([OH:15])([CH3:14])[CH3:13])=[CH:7][CH:6]=1.[P:17]([O:22]C)([O:20][CH3:21])[O:18][CH3:19]>>[CH3:19][O:18][P:17]([CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:16])[C:12]([OH:15])([CH3:14])[CH3:13])=[CH:7][CH:6]=1)(=[O:22])[O:20][CH3:21]

Participants

Reactant 2

HCID 8472Trimethyl phosphite

HCID 68861433HCID 68861433, compound

Product 1

HCID 57661178HCID 57661178, compoundYield 55%

Conditions

Temperature: 130 °C

Procedure

A mixture of 5.80 grams (0.0202 mol) of 1-[4-(2-bromoethoxy)phenyl]-2-hydroxy-2-methylpropan-1-one and 6.27 g (0.0505 mol) of trimethyl phosphite is heated to 130° C. for 16 hours. The crude product is passed through a short column of silica gel which is eluted with a mixture of 1:1 heptane:ethyl acetate followed by methanol. Evaporation of solvent gives 3.5 g (55% yield) of the title compound as a yellow oil.

Workup

washis eluted with a mixture of 1:1 heptane
customEvaporation of solvent

Sources & evidence

ORD record: ord-565b72afa44d4a7ab53428617808ea0a
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08367743B2

Reaction notes

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