4-Amino-1-butanol → HCID 86628445, compound

HRID 600639Notes

Reaction equation

HRID 600639 reaction equation
Br[CH2:2][CH:3]([CH2:6][CH3:7])[CH2:4][CH3:5].[NH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13]>C(O)C>[CH2:4]([CH:3]([CH2:6][CH3:7])[CH2:2][NH:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13])[CH3:5]

Participants

4

Conditions

Temperature
75 °C

Procedure

A mixture of 3-bromomethyl-pentane (3.0 g, 20 mmol) and 4-amino-1-butanol (5.06 mL, 55 mmol) in ethanol (20 mL) was heated at 75° C. for 16 h. The reaction mixture was concentrated and the resulting residue was diluted with dichloromethane (50 mL). The organic layer was partitioned with water (50 mL) and the aqueous layer extracted with dichloromethane (20 mL). Combined organic layers were dried over magnesium sulfate, filtered, and concentrated to give the title compound as an oil (2.8 g).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionthe resulting residue was diluted with dichloromethane (50 mL)
  3. customThe organic layer was partitioned with water (50 mL)
  4. extractionthe aqueous layer extracted with dichloromethane (20 mL)
  5. dry with materialCombined organic layers were dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-d2aa29eef1d24f2790b5f751fb317d73
Source dataset
uspto-grants-2011_03
Patent number
US07902221B2

Reaction notes

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