Trifluoroacetic acid → HCID 59854972, compound

HRID 2364451Notes

Reaction equation

HRID 2364451 reaction equation
C([O:3][CH:4](OCC)[CH2:5][CH2:6][N:7]([CH3:18])[C:8](=[O:17])[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)C.C(O)(C(F)(F)F)=O>>[CH3:18][N:7]([CH2:6][CH2:5][CH:4]=[O:3])[C:8](=[O:17])[O:9][CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86612787HCID 86612787, compound

Product 1

HCID 59854972HCID 59854972, compound

Procedure

A mixture of phenylmethyl [3,3-bis(ethyloxy)propyl]methylcarbamate (2.982 g, 10.1 mmol) and TFA (15 mL) was stirred at ambient temperature for 30 min. The reaction was evaporated in vacuo and the residue was purified on silica gel eluting with 30% EtOAc in hexanes to provide the product as an oil: 1H NMR (d6-DMSO) δ 9.63 (1H, s), 7.26-7.36 (5H, m), 5.02 (2H, b), 3.48 (2H, b), 2.75-2.85 (3H, m), 2.64 (2H, b); ES+ MS: 244 (M+Na+).

Workup

  1. customThe reaction was evaporated in vacuo
  2. customthe residue was purified on silica gel eluting with 30% EtOAc in hexanes

Sources & evidence

ORD record
ord-5a44a4c6b396416f8f188021182ba3fb
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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