Formaldehyde → 4-tert-Butyl-2-morpholin-4-ylmethyl-6-nitro-phenol

HRID 598718Notes

Reaction equation

HRID 598718 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([N+:12]([O-:14])=[O:13])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1.[CH2:21]=O>C(O)C>[C:1]([C:5]1[CH:6]=[C:7]([N+:12]([O-:14])=[O:13])[C:8]([OH:11])=[C:9]([CH2:21][N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8083MorpholineHCID 18661Phenol, 4-(1,1-dimethylethyl)-2-nitro-

Product 1

HCID 575030774-tert-Butyl-2-morpholin-4-ylmethyl-6-nitro-phenol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 4-t-butyl-2-nitro-phenol (980 mg, 5 mmol), morpholine (50 mmol) and paraformaldehyde (1.5 g, 50 mmol) in 20 mL ethanol was heated in a sealed vial at 95° C. for 6 hr. After removal of the solvent and morpholine, the residue was purified via silica gel column chromatography to afford 1.75 g target compound as a yellow solid.

Workup

  1. customAfter removal of the solvent and morpholine
  2. customthe residue was purified via silica gel column chromatography
  3. customto afford 1.75 g

Sources & evidence

ORD record
ord-5322061a3e4543e5a46bdf4e8ff0e5da
Source dataset
uspto-grants-2011_03
Patent number
US07897599B2

Reaction notes

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