Formaldehyde → HCID 12928531, compound

HRID 247438Notes

Reaction equation

HRID 247438 reaction equation
[Br:1][C:2]1[C:18]([O:19][CH3:20])=[CH:17][C:5]2[CH:6]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH2:7][NH:8][CH2:9][CH2:10][C:4]=2[CH:3]=1.[CH2:21]=O>C(O)=O>[Br:1][C:2]1[C:18]([O:19][CH3:20])=[CH:17][C:5]2[CH:6]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH2:7][N:8]([CH3:21])[CH2:9][CH2:10][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 105205537-Bromo-2,3,4,5-tetrahydro-8-methoxy-1-phenyl-1H-3-benzazepine

Product 1

HCID 12928531HCID 12928531, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

7-Bromo-8-methoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine (9.6 g, 0.03 m), 37% formalin (27 ml) and 95% formic acid (38 ml) were mixed and heated to reflux for 16 hours. The mixture was concentrated in vacuo, treated with 10% hydrochloric acid (70 ml) and concentrated in vacuo. The residue was partitioned between ethyl acetate and ammonium hydroxide to give 7-bromo8-methoxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine.

Workup

  1. temperatureheated
  2. temperatureto reflux for 16 hours
  3. concentrationThe mixture was concentrated in vacuo
  4. additiontreated with 10% hydrochloric acid (70 ml)
  5. concentrationconcentrated in vacuo
  6. customThe residue was partitioned between ethyl acetate and ammonium hydroxide

Sources & evidence

ORD record
ord-5037663d33ac4d65a967dd19115ca748
Source dataset
uspto-grants-1987_11
Patent number
US04707483

Reaction notes

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