Glycidol → HCID 12855751, compound

HRID 1156520Notes

Reaction equation

HRID 1156520 reaction equation
[CH3:1][C:2]([NH2:12])([CH3:11])[CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH2:13]1[O:15][CH:14]1[CH2:16][OH:17]>CC(O)C>[CH3:11][C:2]([NH:12][CH2:13][CH:14]([OH:15])[CH2:16][OH:17])([CH3:1])[CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 11164GlycidolHCID 12851223HCID 12851223, compound

Product 1

HCID 12855751HCID 12855751, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Conditions

Temperature
75 °C

Procedure

To 1,1-dimethyl-3-phenylpropylamine (3.6 g., 22 mmole) in 20 ml. 2-propanol at 50° C. in an oil bath was added glycidol (1.7 g., 23 mmole) in 10 ml. 2-propanol dropwise over 5-10 min. The mixture was heated at 75° C. for 2 hours. After evaporation of the solvent, vacuum distillation provided 3.9 g. (75%) of 3-(1,1-dimethyl-3-phenylpropylamino)-1,2-dihydroxypropane (bp 160°-180°/0.5 mm which crystallized upon standing (mp 74°-77° C.).

Workup

  1. customAfter evaporation of the solvent, vacuum distillation
  2. customprovided 3.9 g
  3. custom(75%) of 3-(1,1-dimethyl-3-phenylpropylamino)-1,2-dihydroxypropane (bp 160°-180°/0.5 mm which crystallized

Sources & evidence

ORD record
ord-efee8ac98e8f436082c9ca37ad34aaee
Source dataset
uspto-grants-1982_06
Patent number
US04336261

Reaction notes

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