Hexyl isocyanate → HCID 59924188, compound

HRID 2298751Notes

Reaction equation

HRID 2298751 reaction equation
[NH2:1][C@H:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:3][OH:4].[CH2:11]([N:17]=[C:18]=[O:19])[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]>C(Cl)Cl>[CH2:11]([NH:17][C:18](=[O:19])[NH:1][C@H:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:3][OH:4])[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 2

HCID 75659Hexyl isocyanateHCID 2724025(R)-beta-aminophenethyl alcohol

Product 1

HCID 59924188HCID 59924188, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

(2R)-2-amino-2-phenylethanol (960 mg) was dissolved in methylene chloride (20 ml) and cooled to 0° C. To the mixture was added hexyl isocyanate (1.0 ml) and the mixture was stirred for 30 minutes at 0° C. and then stirred for 1 hour at room temperature. The solution was washed with 1N hydrochloric acid and a saturated aqueous solution of sodium chloride, successively, dried and concentrated under reduced pressure. The obtained crystal was washed with diethyl ether to give the title compound (930 mg) having the following physical data.

Workup

  1. stirringstirred for 1 hour at room temperature
  2. washThe solution was washed with 1N hydrochloric acid
  3. dry with materiala saturated aqueous solution of sodium chloride, successively, dried
  4. concentrationconcentrated under reduced pressure
  5. washThe obtained crystal was washed with diethyl ether

Sources & evidence

ORD record
ord-5dbd34fa5a61430395145342e11f4cbc
Source dataset
uspto-grants-2002_12
Patent number
US06495533B1

Reaction notes

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