Trityl chloride → 3-(Tritylamino)-2-azepanone

HRID 1584086

Reaction equation

HRID 1584086 reaction equation
[NH2:1][CH:2]1[CH2:9][CH2:8][CH2:7][CH2:6][NH:5][C:3]1=[O:4].C(N(CC)CC)C.Cl[C:18]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(Cl)(Cl)Cl>[C:19]1([C:18]([NH:1][CH:2]2[CH2:9][CH2:8][CH2:7][CH2:6][NH:5][C:3]2=[O:4])([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

5

Reactant 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 1024632H-Azepin-2-one, 3-aminohexahydro-

Product 1

HCID 147292183-(Tritylamino)-2-azepanoneYield 91.3%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirred suspension of 125 g of α-amino-ε-caprolactam, 118 g of triethylamine and 600 ml of chloroform, 288 g of chlorotriphenylmethane was added under ice-cooling. The mixture was further stirred for an hour under the same conditions, followed by 2 hours' stirring at room temperature. Thus resulting precipitates were collected by filtration, washed thoroughly with acetone and dried to provide 330 g of α-triphenylmethylamino-ε-caprolactam, m.p. 240-241° C.

Workup

  1. additionwas added under ice-
  2. temperaturecooling
  3. stirring' stirring at room temperature
  4. customThus resulting
  5. customprecipitates
  6. filtrationwere collected by filtration
  7. washwashed thoroughly with acetone
  8. customdried

Sources & evidence

ORD record
ord-b3c2a6e4cb71467f807be37cf585c91b
Source dataset
uspto-grants-1999_08
Patent number
US05932568

Linked notes

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