Methylamine → HCID 21518349, compound

HRID 1283502Notes

Reaction equation

HRID 1283502 reaction equation
[CH3:1][NH2:2].[O:3]=[C:4]1[C:10]2[CH:11]=[CH:12][C:13]([CH:15]([CH3:19])[C:16](Cl)=[O:17])=[CH:14][C:9]=2[CH2:8][CH2:7][C:6]2[CH:20]=[CH:21][CH:22]=[CH:23][C:5]1=2>C(Cl)Cl>[O:3]=[C:4]1[C:10]2[CH:11]=[CH:12][C:13]([CH:15]([CH3:19])[C:16]([NH:2][CH3:1])=[O:17])=[CH:14][C:9]=2[CH2:8][CH2:7][C:6]2[CH:20]=[CH:21][CH:22]=[CH:23][C:5]1=2

Participants

4

Reactant 2

HCID 6329MethylamineHCID 21518331HCID 21518331, compound

Product 1

HCID 21518349HCID 21518349, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A 2.6N solution of methylamine in methylene chloride (250 cc.) is added at 0°C. and over the course of 30 minutes to a solution of 2-(5-oxo-10,11-dihydrodibenzo[a,d]cyclohepten-2-yl)propionyl chloride (10 g.) in methylene chloride (100 cc.). The reaction mixture is concentrated, and the residue taken up in distilled water (100 cc.) and benzene (300 cc.). The organic layer is decanted, dried over anhydrous sodium sulphate and evaporated at 60°C. under reduced pressure (20 mm.Hg). The product obtained is recrystallised from di-isopropyl ether (100 cc.) to give 2-(5-oxo-10,11-dihydrodibenzo[a,d]cyclohepten-2-yl)-N-methylpropionamide (5.8 g.) melting at 140°C.

Workup

  1. concentrationThe reaction mixture is concentrated
  2. customThe organic layer is decanted
  3. dry with materialdried over anhydrous sodium sulphate
  4. customevaporated at 60°C. under reduced pressure (20 mm.Hg)
  5. customThe product obtained
  6. customis recrystallised from di-isopropyl ether (100 cc.)

Sources & evidence

ORD record
ord-264fccf80b874644bd85cc320b1dd7a1
Source dataset
uspto-grants-1976_08
Patent number
US03975437

Reaction notes

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