Hydrochloric Acid → HCID 19913612, compound

HRID 1090614Notes

Reaction equation

HRID 1090614 reaction equation
B.CSC.[Cl:5][C:6]1[CH:7]=[C:8]([CH:12]2[O:17][CH2:16][C:15](=O)[N:14]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:13]2)[CH:9]=[CH:10][CH:11]=1.CO.Cl>O1CCCC1>[ClH:5].[Cl:5][C:6]1[CH:7]=[C:8]([CH:12]2[O:17][CH2:16][CH2:15][N:14]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:13]2)[CH:9]=[CH:10][CH:11]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 12423031(Dimethyl sulfide)trihydroboronHCID 19913623HCID 19913623, compound

Product 1

HCID 19913612HCID 19913612, compoundYield 117.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Borane-methyl sulphide (0.5 ml) was added dropwise, under nitrogen, to a stirred solution of 2-[3-chlorophenyl]-4-[1,1-dimethylethyl]-5-oxo-morpholine (0.85g) in dry tetrahydrofuran (40 ml). The mixture was heated under reflux for 2 h., cooled, treated with methanol (5 ml) and heated for 1 hr. The resulting solution was cooled, treated with hydrogen chloride and evaporated to give 2-[3-chlorophenyl]-4-[1,1-dimethylethyl]morpholine hydrochloride as a white solid (0.54g), m.p. 223-8° C. (ethyl acetate).

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 2 h.
  3. temperaturecooled
  4. temperatureheated for 1 hr
  5. temperatureThe resulting solution was cooled
  6. customevaporated

Sources & evidence

ORD record
ord-590ea0350d174fa7828ee590ae315c0f
Source dataset
uspto-grants-1992_01
Patent number
US05082840

Reaction notes

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