Methyl Isocyanate → HCID 23036333, compound

HRID 1709907Notes

Reaction equation

HRID 1709907 reaction equation
[NH2:1][C:2]1[CH:33]=[CH:32][C:5]([O:6][CH2:7][CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][CH:13]([C:16]([C:25]3[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=3)([C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=3)[OH:17])[CH2:12][CH2:11]2)=[CH:4][CH:3]=1.[CH3:34][N:35]=[C:36]=[O:37]>C1C=CC=CC=1>[F:24][C:21]1[CH:22]=[CH:23][C:18]([C:16]([C:25]2[CH:26]=[CH:27][C:28]([F:31])=[CH:29][CH:30]=2)([OH:17])[CH:13]2[CH2:14][CH2:15][N:10]([CH2:9][CH2:8][CH2:7][O:6][C:5]3[CH:32]=[CH:33][C:2]([NH:1][C:36]([NH:35][CH3:34])=[O:37])=[CH:3][CH:4]=3)[CH2:11][CH2:12]2)=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 23036308HCID 23036308, compound

Product 1

HCID 23036333HCID 23036333, compoundYield 31.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a solution of 4.5 g (0.01 mole) of 1-[3-(4-aminophenoxy)propyl]-α,α-bis(4-fluorophenyl)-4-piperidinemethanol in 50 ml of benzene was added dropwise a solution of 0.6 g (0.01 mole) of methylisocyanate in 10 ml of benzene. The mixture was stirred for 1 hr during which time a solid precipitated. The mixture was diluted with 25 ml of cyclohexane, the solid was collected by filtration and recrystallized from 2-propanol to yield 1.6 g (31%) of title compound as a white solid, mp 177°-178° C.

Workup

  1. customprecipitated
  2. additionThe mixture was diluted with 25 ml of cyclohexane
  3. filtrationthe solid was collected by filtration
  4. customrecrystallized from 2-propanol

Sources & evidence

ORD record
ord-57376c6315fa4586919cfbc9d9a15883
Source dataset
uspto-grants-1990_08
Patent number
US04950674

Reaction notes

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