Hydrochloric Acid → 12-Iodododecylamine hydrochloride

HRID 1003314Notes

Reaction equation

HRID 1003314 reaction equation
[I:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH:14]C(=O)OC(C)(C)C.[ClH:22]>C(OCC)(=O)C>[ClH:22].[I:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH2:14]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 1879643112-(Boc-amino)-1-dodecyl iodine

Product 1

HCID 1879643312-Iodododecylamine hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 0.33 g of tert-butyl N-(12-iodododecyl)carbamate in 25 ml of ethyl acetate was added 2.6 ml of hydrochloric acid and the mixture was stirred for 0.5 hour. The reaction solution was distilled off under reduced pressure. The residue was dissolved in chloroform, washed with water and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. Crystallization from ethyl acetate and hexane afforded 0.17 g of the title compound.

Workup

  1. distillationThe reaction solution was distilled off under reduced pressure
  2. dissolutionThe residue was dissolved in chloroform
  3. washwashed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customCrystallization from ethyl acetate and hexane

Sources & evidence

ORD record
ord-9d8086cb726c47e79befbdda465bcca0
Source dataset
uspto-grants-2000_04
Patent number
US06046201

Reaction notes

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