Water → HCID 86682900, compound

HRID 2368923Notes

Reaction equation

HRID 2368923 reaction equation
Br[CH2:2][C:3](=[O:5])[CH3:4].[NH2:6][C@@H:7]([CH3:10])[CH2:8][OH:9].O>C(Cl)Cl>[OH:9][CH2:8][C@@H:7]([NH:6][CH2:2][C:3](=[O:5])[CH3:4])[CH3:10]

Participants

5

Conditions

Temperature
0 °C

Procedure

A solution of 1-bromopropan-2-one (7.8 mL, 102 mmol) in DCM (15 mL) was added dropwise to a solution of (S)-2-aminopropan-1-ol (18.2 g, 0.243 mol) and anhydrous DCM (150 mL) at 0° C. The reaction stirred at 0° C. for 2 h. Water (150 mL) was added, and the organic phase was separated. The aqueous was extracted with DCM (3×40 mL), and the combined organic layers were washed with brine (50 mL), dried over Na2SO4, filtered, and concentrated to give the crude product 19.5 g, which was used directly in the following step. LCMS: 132 (M+H)+.

Workup

  1. customthe organic phase was separated
  2. extractionThe aqueous was extracted with DCM (3×40 mL)
  3. washthe combined organic layers were washed with brine (50 mL)
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-e6e615d02ddb442d905dc1a557232899
Source dataset
uspto-grants-2014_04
Patent number
US08703810B2

Reaction notes

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