Hydrochloric Acid → HCID 88140449, compound

HRID 862148Notes

Reaction equation

HRID 862148 reaction equation
C([NH:20][C@@H:21]([CH2:25][O:26][CH2:27][CH2:28][O:29][CH2:30][CH2:31][O:32][CH3:33])[CH:22]([CH3:24])[CH3:23])(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.Cl>CCOCC>[CH3:33][O:32][CH2:31][CH2:30][O:29][CH2:28][CH2:27][O:26][CH2:25][C@@H:21]([CH:22]([CH3:24])[CH3:23])[NH2:20]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70085384HCID 70085384, compound

Product 1

HCID 88140449HCID 88140449, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of N-Trityl-O-[2-(2-methoxyethoxy)-1-ethyl]-(D)-valinol (1.0 g, 2.28 mmol) in dry ether saturated with HCl gaz (20 ml) was kept for 2.5 hours at room temperature. After concentration in vacuo, the resulting solid (1.16 g) was purified by flash chromatography (silica gel, dichloromethane first to elute trityl alcohol and then dichloromethane/diethylamine: 95/5, Rf.: 0.20) to give the title free amine as a colorless oil (0.46 g, quantitative).

Workup

  1. concentrationAfter concentration in vacuo
  2. customthe resulting solid (1.16 g) was purified by flash chromatography (silica gel, dichloromethane first
  3. washto elute trityl alcohol

Sources & evidence

ORD record
ord-4c9311cae1fd4bf9925aff9610f4509c
Source dataset
uspto-grants-1998_02
Patent number
US05717093

Reaction notes

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