1-Chloroethyl chloroformate → HCID 57364135, compound

HRID 1671476Notes

Reaction equation

HRID 1671476 reaction equation
[Cl:1]C(OC(Cl)C)=O.[F:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]2[O:20][CH2:19][CH2:18][N:17](CC3C=CC=CC=3)[CH2:16]2)=[CH:11][CH:10]=1>ClC(Cl)C>[ClH:1].[F:8][C:9]1[CH:10]=[CH:11][C:12]([C@@H:15]2[O:20][CH2:19][CH2:18][NH:17][CH2:16]2)=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 5213051-Chloroethyl chloroformateHCID 12002488(S)-4-Benzyl-2-(4-fluorophenyl)morpholine

Product 1

HCID 57364135HCID 57364135, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

1-Chloroethyl chloroformate was added to a solution of (2S)-2-(4-fluorophenyl)-4-(benzyl)morpholine (9.05 g) in dichloroethane (160 ml) at 70° C. After the reaction mixture was refluxed for 2 hrs, the solvent was evaporated under reduced pressure. Methanol (10 ml) was added to the residue, and then the mixture was refluxed for 30 min. The solvent was evaporated and the precipitate was collected by filtration to give (2S)-2-(4-fluorophenyl)morpholine hydrochloride (5.3 g, 73%) as white crystals.

Workup

  1. temperatureAfter the reaction mixture was refluxed for 2 hrs
  2. customthe solvent was evaporated under reduced pressure
  3. additionMethanol (10 ml) was added to the residue
  4. temperaturethe mixture was refluxed for 30 min
  5. customThe solvent was evaporated
  6. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-d2146b0883ce4692a226da2ae8cd8426
Source dataset
uspto-grants-2011_08
Patent number
US07994315B2

Reaction notes

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