1-Butanol → HCID 58092718, compound

HRID 1807669Notes

Reaction equation

HRID 1807669 reaction equation
Cl.Cl.Cl.[CH3:4][O:5][C:6]([C@@H:8]1[CH2:12][C@H:11]([N:13]([CH3:15])[CH3:14])[CH2:10][NH:9]1)=[O:7].[CH2:16](O)[CH2:17][CH2:18]C>>[CH2:4]([O:5][C:6]([C@@H:8]1[CH2:12][C@H:11]([N:13]([CH3:14])[CH3:15])[CH2:10][NH:9]1)=[O:7])[CH2:16][CH2:17][CH3:18]

Participants

4

Reactant 3

HCID 2631-ButanolHCID 313Hydrochloric AcidHCID 66891172HCID 66891172, compound

Product 1

HCID 58092718HCID 58092718, compound

Conditions

Temperature
115 °C

Procedure

Concentrated HCl (0.3 ml) was added to a mixture of (2S,4S)-4-dimethylamino-pyrrolidine-2-carboxylic acid methyl ester dihydrochloride (400 mg) and 1-butanol (4 ml) and heated for 18 h at 115° C. After cooling the RM was evaporated then partitioned between DCM and aqueous NaHCO3 solution and the DCM layers dried and evaporated to give the title compound as a brown oil which was used without further purification.

Workup

  1. temperatureAfter cooling the RM
  2. customwas evaporated
  3. customthen partitioned between DCM and aqueous NaHCO3 solution
  4. dry with materialthe DCM layers dried
  5. customevaporated

Sources & evidence

ORD record
ord-befdfcb7d0fd4094957d216f62c88f93
Source dataset
uspto-grants-2013_01
Patent number
US08357707B2

Reaction notes

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