Triethyl phosphite → HCID 10710282, compound

HRID 2080133Notes

Reaction equation

[Br:1][C:2]1[S:3][C:4]([CH2:7]Cl)=[CH:5][CH:6]=1.[CH2:9]([O:11][P:12]([O:16]CC)[O:13][CH2:14][CH3:15])[CH3:10]>>[CH2:9]([O:11][P:12]([CH2:7][C:4]1[S:3][C:2]([Br:1])=[CH:6][CH:5]=1)(=[O:16])[O:13][CH2:14][CH3:15])[CH3:10]

Participants

Reactant 2

HCID 31215Triethyl phosphite

HCID 101982272-Bromo-5-(chloromethyl)thiophene

Product 1

HCID 10710282HCID 10710282, compoundYield 90.3%

Conditions

Temperature: 140 °C

Procedure

2-Bromo-5-chloromethylthiophene described in Preparation Example 141 (7.3 g, 34.5 mmol) and triethylphosphite (6.35 g, 38.2 mmol) were stirred at 140° C. for 3 hours. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=50:50), and the title compound (8.82 g, 31.2 mmol, 90.3%) was obtained as a reddish brown oil.

Workup

customThe resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=50:50)

Sources & evidence

ORD record: ord-114a184ed339485e839f439c73e82bc8
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07932272B2

Reaction notes

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