Isopropylamine → HCID 21541773, compound

HRID 1076089Notes

Reaction equation

HRID 1076089 reaction equation
[CH3:1][C:2]1[C:6]([CH3:7])=[CH:5][S:4][C:3]=1[CH:8]1[O:10][CH2:9]1.[CH:11]([NH2:14])([CH3:13])[CH3:12]>C(O)(C)C>[CH3:1][C:2]1[C:6]([CH3:7])=[CH:5][S:4][C:3]=1[CH:8]([OH:10])[CH2:9][NH:14][CH:11]([CH3:13])[CH3:12]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 86733395HCID 86733395, compound

Product 1

HCID 21541773HCID 21541773, compoundYield 153.5%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To 5.7 g of 3-methyl-4-methylthiophenylethylene oxide in 30 cc of isopropanol, 7.6 g of isopropylamine are added. The solution is refluxed overnight. The solvent and excess of amine are evaporated under vacuum. The oil obtained crystallises a little moment later. 12.1 g of 1-(3-methyl-4-methylthiophenyl)-2-isopropylaminoethanol are obtained (yield of 61 %) which are recrystallised from cyclohexane. Melting point: 89.5°-90.5°. The hydrochloride is recrystallised from a methanol-ether mixture; melting point: 154°-155.5°C.

Workup

  1. temperatureThe solution is refluxed overnight
  2. customThe solvent and excess of amine are evaporated under vacuum
  3. customThe oil obtained
  4. customcrystallises a little moment later

Sources & evidence

ORD record
ord-0d196568630b46e180af48e1a08b7218
Source dataset
uspto-grants-1976_05
Patent number
US03954871

Reaction notes

Loading…