Hydrochloric Acid → HCID 20212122, compound

HRID 1906511Notes

Reaction equation

HRID 1906511 reaction equation
[I:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[O:4][CH2:5][CH:6]1[CH2:8][O:7]1.[C:13]([NH2:17])([CH3:16])([CH3:15])[CH3:14].[ClH:18].CCOCC>S1(CCCC1)(=O)=O>[ClH:18].[CH3:14][C:13]([NH:17][CH2:8][CH:6]([OH:7])[CH2:5][O:4][C:3]1[CH:9]=[CH:10][CH:11]=[CH:12][C:2]=1[I:1])([CH3:16])[CH3:15]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 6385Tert-ButylamineHCID 130640342-[(2-Iodophenoxy)methyl]oxirane

Product 1

HCID 20212122HCID 20212122, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 31347SulfolaneSolvent

Procedure

A solution of 30.0 g (0.108 mole) of [(2-iodophenoxy)methyl]oxirane and 110 ml (1 mole) of t-butylamine in 62 ml of sulfolane was heated in an autoclave for two hours. The excess t-butylamine was evaporated in vacuo. The residue was dissolved in ether and the ether solution washed with water and brine. The solution was dried (K2CO3), and the solvent was evaporated in vacuo. A hydrochloride salt was prepared by adding ethereal hydrogen chloride to an ether solution of the residue. There was obtained 25 g (53% yield) of crystalline 1-[(1,1-dimethylethyl)amino]-3-(2-iodophenoxy)-2-propanol hydrochloride, mp 184° to 185° C.

Workup

  1. customThe excess t-butylamine was evaporated in vacuo
  2. dissolutionThe residue was dissolved in ether
  3. washthe ether solution washed with water and brine
  4. dry with materialThe solution was dried (K2CO3)
  5. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-f89ef1e31fe94e8983eeae9bef64c10b
Source dataset
uspto-grants-1987_03
Patent number
US04652584

Reaction notes

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