Piperidin-2-ylmethanol → HCID 13883197, compound

HRID 1904525Notes

Reaction equation

HRID 1904525 reaction equation
[OH:1][CH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][NH:4]1.[CH3:9][C:10]1[CH:11]=[C:12]([N:23]=[C:24]=[O:25])[CH:13]=[CH:14][C:15]=1[O:16][C:17]([F:22])([F:21])[CH:18]([F:20])[F:19]>CCOCC>[OH:1][CH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][N:4]1[C:24](=[O:25])[NH:23][C:12]1[CH:13]=[CH:14][C:15]([O:16][C:17]([F:21])([F:22])[CH:18]([F:20])[F:19])=[C:10]([CH3:9])[CH:11]=1

Participants

4

Reactant 2

HCID 94263Piperidin-2-ylmethanolHCID 20037299HCID 20037299, compound

Product 1

HCID 13883197HCID 13883197, compoundYield 88.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
20 °C

Procedure

11.5 g (0.10 mol) of 2-hydroxymethylpiperidine are dissolved in 100 ml of ether, and 24.9 g (0.10 mol) of 3-methyl-4-(1,1,2,2-tetrafluoroethoxy)-phenyl isocyanate, dissolved in 70 ml of ether, are added dropwise at 20° C. The mixture is stirred for 2 hours at 20° C. and cooled in an ice bath, and the precipitate which has been deposited is filtered off with suction. 32.1 g (88% of theory) of 2-hydroxymethyl-1-{N-[3-methyl-4-(1,1,2,2,-tetrafluoroethoxy)-phenyl]-carbamoyl}-piperidine are obtained after drying, in the form of colorless crystals, melting point 122°-126° C.

Workup

  1. additionare added dropwise at 20° C
  2. temperaturecooled in an ice bath
  3. filtrationthe precipitate which has been deposited is filtered off with suction

Sources & evidence

ORD record
ord-3511523db89c4bbf806af109c4dcbb95
Source dataset
uspto-grants-1989_06
Patent number
US04838931

Reaction notes

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