Benzylamine → 2-Fluoro-4-hydroxy-1-(2-ethylbutyloxy)carbonylbenzene

HRID 1384038Notes

Reaction equation

HRID 1384038 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([O:8]C(=O)C)[CH:5]=[CH:4][C:3]=1[C:12]([O:14][CH2:15][CH:16]([CH2:19][CH3:20])[CH2:17][CH3:18])=[O:13].C(N)C1C=CC=CC=1>C(O)C.CCOCC>[F:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:12]([O:14][CH2:15][CH:16]([CH2:19][CH3:20])[CH2:17][CH3:18])=[O:13]

Participants

5

Reactant 2

HCID 7504BenzylamineHCID 211854772-Fluoro-4-acetoxy-1-(2-ethylbutyloxy)carbonylbenzene

Product 1

HCID 211854782-Fluoro-4-hydroxy-1-(2-ethylbutyloxy)carbonylbenzeneYield 95%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

9.3 Grams (0.036 mol) of the compound prepared in the above (1) was dissolved in 250 ml of ethanol, and 7.7 g (0.0772 mol) of benzylamine was dropwise added. Further, the mixture was stirred at room temperature for 1 day, then diluted with 300 ml of ether, consecutively washed with diluted hydrochloric acid and with water, and dried over magnesium sulfate. The solvent was distilled off, and the residue was purified for isolation with a silica gel column chromatograph to give an end product in the yield of 95%.

Workup

  1. washconsecutively washed with diluted hydrochloric acid and with water
  2. dry with materialdried over magnesium sulfate
  3. distillationThe solvent was distilled off
  4. customthe residue was purified for isolation with a silica gel column chromatograph
  5. customto give an end product in the yield of 95%

Sources & evidence

ORD record
ord-2064d2953a1e44c6ae35075e98f8d5a2
Source dataset
uspto-grants-2001_07
Patent number
US06258296B1

Reaction notes

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