Phenyl chloroformate → HCID 21430402, compound

HRID 1283110Notes

Reaction equation

HRID 1283110 reaction equation
[C:1]([N:4]([CH2:14][CH:15]1[O:20][CH2:19][CH2:18][N:17](CC2C=CC=CC=2)[CH2:16]1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][CH2:12][CH3:13])(=[O:3])[CH3:2].Cl.C(N(CC1OCCN(CC2C=CC=CC=2)C1)C1C=CC=CC=1CCC)(=O)C.[C:56]1([O:62][C:63](Cl)=[O:64])[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=1>C1(C)C=CC=CC=1>[C:1]([N:4]([CH2:14][CH:15]1[O:20][CH2:19][CH2:18][N:17]([C:63]([O:62][C:56]2[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=2)=[O:64])[CH2:16]1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][CH2:12][CH3:13])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 15891Phenyl chloroformateHCID 21430431HCID 21430431, compoundHCID 21430432HCID 21430432, compound

Product 1

HCID 21430402HCID 21430402, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-(N-Acetyl-2-n-propylanilino)methyl-4-benzylmorpholine (2.2 g.) (prepared by basification of the hydrochloride described above) is azeotroped in toluene (30 ml.) until a clear dry solution is obtained. The solution is cooled and phenylchloroformate (1.2 g.) is added and the mixture is heated under reflux for 18 hours when the toluene is removed under reduced pressure. Crude 2-(N-acetyl-2-n-propylanilino)methyl-4-phenoxycarbonylmorpholine is obtained as an orange coloured oil.

Workup

  1. customis azeotroped in toluene (30 ml.) until a clear dry solution
  2. customis obtained
  3. temperatureThe solution is cooled
  4. temperaturethe mixture is heated
  5. customis removed under reduced pressure

Sources & evidence

ORD record
ord-633868cbbb2749dfb7e2b739f22717f4
Source dataset
uspto-grants-1976_08
Patent number
US03974158

Reaction notes

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