Hydrochloric Acid → HCID 58625104, compound

HRID 390255Notes

Reaction equation

HRID 390255 reaction equation
[CH2:1]([O:8][C:9](=[O:38])[N:10]([CH:32]1[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1)[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][C:18]2[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[C:20]([CH:27](OC)[O:28]C)[CH:19]=2)[CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.Cl>C1COCC1>[CH2:1]([O:8][C:9](=[O:38])[N:10]([CH:32]1[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1)[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][C:18]2[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[C:20]([CH:27]=[O:28])[CH:19]=2)[CH:12]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962Water2×HCID 58625110HCID 58625110, compound

Product 1

HCID 58625104HCID 58625104, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Cyclohexyl-[3-(3-dimethoxymethyl-4-nitro-phenoxy)-phenyl]-carbamic acid benzyl ester (0.0027 mol) was dissolved in THF (12 mL). Water (6 mL) and 12N HCl (3 mL) were added and the reaction mixture was stirred for 42 hours at room temperature. Water was added. This mixture was extracted with diisopropyl ether. The organic layer was separated, washed with a 10% aqueous NaHCO3 solution and then with water, dried (MgSO4) and filtered. The solvent was then evaporated to yield a residue that was used in the next reaction step without further purification.

Workup

  1. extractionThis mixture was extracted with diisopropyl ether
  2. customThe organic layer was separated
  3. washwashed with a 10% aqueous NaHCO3 solution
  4. dry with materialwith water, dried (MgSO4)
  5. filtrationfiltered
  6. customThe solvent was then evaporated
  7. customto yield a residue that
  8. customwas used in the next reaction step without further purification

Sources & evidence

ORD record
ord-1fad1baba3984f1c8378e399206f2800
Source dataset
uspto-grants-2013_02
Patent number
US08383637B2

Reaction notes

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