Methanol → HCID 67434585, compound

HRID 245522Notes

Reaction equation

HRID 245522 reaction equation
[CH2:1]([O:8][CH2:9][C@H:10]1[O:15][C@@H:14]([CH3:16])[CH2:13][N:12](CC2C=CC(OC)=CC=2OC)[CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC(OC(Cl)C)=O.CO>C(Cl)Cl>[CH2:1]([O:8][CH2:9][C@H:10]1[O:15][C@@H:14]([CH3:16])[CH2:13][NH:12][CH2:11]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 5213051-Chloroethyl chloroformateHCID 67434466HCID 67434466, compound2×

Product 1

HCID 67434585HCID 67434585, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of (2S,6S)-rel-2-[(benzyloxy)methyl]-4-(2,4-dimethoxybenzyl)-6-methylmorpholine (Intermediate 495, 0.6 g, 1.6 mmol) in DCM (15 mL) was added 1-chloroethyl chloroformate (0.6 mL, 6.9 mmol) and mixture was heated at 50° C. for 10 hour. To the reaction mixture methanol was added and heating was continued for 1 hour. After cooling, the mixture was concentrated give product as solid.

Workup

  1. temperatureheating
  2. temperatureAfter cooling
  3. concentrationthe mixture was concentrated
  4. customgive product as solid

Sources & evidence

ORD record
ord-4ea9edce97c1411385ccfea3d295971f
Source dataset
uspto-grants-2014_02
Patent number
US08658641B2

Reaction notes

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