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

HRID 1281588Notes

Reaction equation

HRID 1281588 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>[NH2:13][CH2:12][C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:4][C:3]([O:2][CH3:1])=[O:22])=[CH:7][C:8]=1[F:21]

Participants

3

Reactant 1

HCID 69987925HCID 69987925, compound

Product 1

HCID 18174008Methyl 2-[4-(aminomethyl)-3-fluorophenoxy]acetateYield 86.7%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

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. for 1 hour. The solvent was removed under vacuo and the residue repeatedly co-evaporated with chloroform and ethanol. The residue was dissolved in ethyl acetate washed with saturated sodium bicarbonate. The organic phase was dried over anhydrous sodium sulfate, filtered, and evaporated in vacuo to give the title compound (0.56 g, 2.6 mmol).

Workup

  1. customThe solvent was removed under vacuo
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with saturated sodium bicarbonate
  4. dry with materialThe organic phase was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-e368b83e61624d179d139ea63650da21
Source dataset
uspto-grants-2002_09
Patent number
US06451814B1

Reaction notes

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