Ethyl trifluoroacetate → 2,2,2-Trifluoro-1-(2-ethyl-1,3-dithian-2-yl)ethanone

HRID 1424942Notes

Reaction equation

[CH2:1]([CH:3]1[S:8][CH2:7][CH2:6][CH2:5][S:4]1)[CH3:2].C([Li])CCC.[F:14][C:15]([F:22])([F:21])[C:16]([O:18]CC)=O>>[F:22][C:15]([F:14])([F:21])[C:16]([C:3]1([CH2:1][CH3:2])[S:8][CH2:7][CH2:6][CH2:5][S:4]1)=[O:18]

Participants

Reactant 3

HCID 9794Ethyl trifluoroacetate

HCID 5219152-Ethyl-1,3-dithiane

HCID 178418339Butyllithium

Product 1

HCID 866484862,2,2-Trifluoro-1-(2-ethyl-1,3-dithian-2-yl)ethanoneYield 34.9%

Procedure

The same operation as in Example (36a) was performed using 2-ethyl-1,3-dithiane obtained in Example (39a) (3.51 g, 23.7 mmol), n-butyllithium (1.58 M solution in hexane, 18 mL, 28.3 mmol) and ethyl trifluoroacetate (4 mL, 33.6 mmol), to obtain 2.02 g of the title compound as a pale yellow oily substance (35%).

Sources & evidence

ORD record: ord-28c7490a0989440baecb807491d6c16d
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08927588B2

Reaction notes

Loading…