HCID 69987925, compound → Methyl 2-[4-(aminomethyl)-3-fluorophenoxy]acetate

HRID 1634820Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:22])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][NH:13]C(OC(C)(C)C)=O)=[C:8]([F:21])[CH:7]=1>C(O)=O>[CH3:1][O:2][C:3](=[O:22])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][NH2:13])=[C:8]([F:21])[CH:7]=1

Participants

Conditions

Temperature: 60 °C

Procedure

[4-(tert-Butoxycarbonylamino-methyl)-3-fluoro-phenoxy]-acetic acid methyl ester (0.94 g, 3.0 mmol) was dissolved in formic acid (13 mL) and heated to 60° C. When the reaction was complete, the formic acid was removed under reduced pressure, and co-evaporated with chloroform and ethanol (1:1) to remove any excess formic acid. The resulting formate salt was taken up in ethyl acetate and shaken with saturated sodium bicarbonate. The organic layer was dried (Na2SO4) concentrated in vacuo to provide 0.56 g of product which was used directly in the next step.

Workup

customthe formic acid was removed under reduced pressure
customco-evaporated with chloroform and ethanol (1:1) to remove any excess formic acid
dry with materialThe organic layer was dried (Na2SO4)
concentrationconcentrated in vacuo

Sources & evidence

ORD record: ord-3e203fdeae3e4888a870d1fc586ff4e6
Source dataset: uspto-grants-2003_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06506901B2

Reaction notes

Loading…