Formaldehyde → HCID 118939074, compound

HRID 524008Notes

Reaction equation

HRID 524008 reaction equation
[NH2:1][CH2:2][CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=1)[OH:4].C=O.[C:21](O)(C(F)(F)F)=O.C([O-])(O)=O.[Na+]>C(Cl)Cl>[CH2:12]([O:11][C:7]1[CH:6]=[C:5]2[C:10](=[CH:9][CH:8]=1)[CH2:21][NH:1][CH2:2][CH:3]2[OH:4])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 56180962932-74-5

Product 1

HCID 118939074HCID 118939074, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 10 g (41 mmol) 2-amino-1-[3-(benzyloxy)phenyl]ethan-1-ol and 4.6 mL (62 mmol) formaldehyde (37% solution in water) in 100 mL DCM are added slowly 6.3 mL (82 mmol) TFA and the resulting mixture is stirred at r.t. over night. The reaction is neutralised by the addition of a sat. aq. NaHCO3 solution and extracted with DCM. The organic layer is washed with a sat. aq. NaCl solution, dried over MgSO4, filtered and the solvent is removed in vacuo.

Workup

  1. extractionextracted with DCM
  2. washThe organic layer is washed with a sat. aq. NaCl solution
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-a9ab0a180adf438597952f14da12976a
Source dataset
uspto-grants-2016_05
Patent number
US09340510B2

Reaction notes

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