Formaldehyde → HCID 118939109, compound

HRID 524001Notes

Reaction equation

HRID 524001 reaction equation
C([O:8][C:9]1[C:14]([O:15][CH2:16][C:17]2C=CC=CC=2)=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:23][CH2:24][NH2:25])C1C=CC=CC=1.C=O.[C:28](O)(C(F)(F)F)=O.C([O-])(O)=O.[Na+].C(Cl)[Cl:41]>>[ClH:41].[O:15]1[C:14]2[C:9](=[C:10]3[C:11](=[CH:12][CH:13]=2)[CH2:28][NH:25][CH2:24][CH2:23]3)[O:8][CH2:17][CH2:16]1

Participants

6

Reactant 5

HCID 712FormaldehydeHCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 117512673HCID 117512673, compound

Product 1

HCID 118939109HCID 118939109, compound

Procedure

To 1.3 g (3.9 mmol) 2-(2,3-bis-benzyloxy-phenyl)-ethylamine (Chimie therapeutique 8, 1973, 308) and 0.44 mL (8.8 mmol) formaldehyde (37% solution in water) in 10 mL DCM are added slowly 0.60 mL (7.8 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 dried over MgSO4, filtered and the solvent is removed in vacuo.

Workup

  1. extractionextracted with DCM
  2. dry with materialThe organic layer is dried over MgSO4
  3. filtrationfiltered
  4. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-3770097c6e8142a1806d2abef131f3e8
Source dataset
uspto-grants-2016_05
Patent number
US09340510B2

Reaction notes

Loading…