Butyl isocyanate → HCID 19090578, compound

HRID 1463539Notes

Reaction equation

HRID 1463539 reaction equation
[CH2:1]([N:5]=[C:6]=[O:7])[CH2:2][CH2:3][CH3:4].[OH:8][N:9]1[C:14]([CH3:16])([CH3:15])[CH2:13][CH:12]([O:17][C:18](=[O:25])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:11][C:10]1([CH3:27])[CH3:26]>C1(C)C=CC=CC=1>[C:18]([O:17][CH:12]1[CH2:13][C:14]([CH3:16])([CH3:15])[N:9]([O:8][C:6](=[O:7])[NH:5][CH2:1][CH2:2][CH2:3][CH3:4])[C:10]([CH3:27])([CH3:26])[CH2:11]1)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 8110Butyl isocyanateHCID 6881781-Hydroxy-4-benzoyloxy-2,2,6,6-tetramethylpiperidine

Product 1

HCID 19090578HCID 19090578, compoundYield 29.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
50 °C

Procedure

A solution of 4.66 g (40 mmol) of n-butyl isocyanate in 10 ml of toluene is added over 10 minutes to a suspension of 10.6 g (38.2 mmol) of 1-hydroxy-4-benzoyloxy-2,2,6,6-tetramethylpiperidine in 40 ml of toluene. The reaction mixture is heated at 50° C. for 30 minutes. The reaction mixture is then filtered, and the residue from evaporation of the filtrate is crystallized from hexane to give 4.2 g (29% yield) of a white solid, m.p. 126-27° C.

Workup

  1. filtrationThe reaction mixture is then filtered
  2. customthe residue from evaporation of the filtrate
  3. customis crystallized from hexane

Sources & evidence

ORD record
ord-45bde8ea6eee48119f1d609b9099e595
Source dataset
uspto-grants-1994_04
Patent number
US05300647

Reaction notes

Loading…