Triethylamine → 1,3-Benzodioxole, 5-(chloromethyl)-

HRID 17879

Reaction equation

[CH2:1](O)[C:2]1[CH:10]=[CH:9][C:8]2[O:7][CH2:6][O:5][C:4]=2[CH:3]=1.C(N(CC)CC)C.S(Cl)([Cl:21])=O>C1C=CC=CC=1>[Cl:21][CH2:1][C:2]1[CH:10]=[CH:9][C:8]2[O:7][CH2:6][O:5][C:4]=2[CH:3]=1

Participants

Conditions

Temperature: 0 °C

Procedure

Piperonyl alcohol (10 g, 65.7 mmol) was dissolved in benzene. Triethylamine (11 ml, 78.8 mmol) and thionyl chloride (11 ml, 131.4 mmol) were added dropwise thereto and was stirred for 24 hours at 0° C. The reaction mixture was extracted with sodium bicarbonate and ethyl acetate, the organic layer was separated, and dried over anhydrous magnesium sulfate to obtain 5-chloromethyl benzo[1,3]dioxol (11.2 g, yield 100%).

Workup

extractionThe reaction mixture was extracted with sodium bicarbonate and ethyl acetate
customthe organic layer was separated
dry with materialdried over anhydrous magnesium sulfate

Sources & evidence

ORD record: ord-d083df6e630e4365a26adb042fc2f702
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07741323B2

Linked notes

Loading…