Phenyl chloroformate → HCID 86733813, compound

HRID 1283099Notes

Reaction equation

HRID 1283099 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH2:14][NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:22]1([O:28][C:29]([Cl:31])=[O:30])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C1(C)C=CC=CC=1>[ClH:31].[CH2:1]([N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH2:14][N:15]([C:29]([O:28][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:30])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 15891Phenyl chloroformateHCID 21430371N-Phenyl-4-(phenylmethyl)-2-morpholinemethanamine

Product 1

HCID 86733813HCID 86733813, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 4-benzyl-2-anilinomethylmorpholine (8.1 g.) in toluene (50 ml.) and hexamethylene phosphoramide (2 ml.) is added phenylchloroformate (8 ml.). A white precipitate forms which does not dissolve when the mixture is refluxed for 4 hours. The solid (10.15 g.) is crystallised from ethanol to give 4-benzyl-2-(N-phenoxycarbonylanilino)methylmorpholine hydrochloride, m.p. 248°-250°C.

Workup

  1. dissolutionA white precipitate forms which does not dissolve when the mixture
  2. temperatureis refluxed for 4 hours
  3. customThe solid (10.15 g.) is crystallised from ethanol

Sources & evidence

ORD record
ord-d8888cfa7af246e193f82156c7632e9a
Source dataset
uspto-grants-1976_08
Patent number
US03974158

Reaction notes

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