Cyclohexyl isocyanate → HCID 12608514, compound

HRID 225146Notes

Reaction equation

HRID 225146 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH:9]([CH:11]2[O:16][C:15]3[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=3[O:13][CH2:12]2)[OH:10])[CH2:4][CH2:3]1.[CH:21]1([N:27]=[C:28]=[O:29])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1>[Na]>[CH:21]1([NH:27][C:28]([NH:1][CH:2]2[CH2:7][CH2:6][N:5]([CH2:8][CH:9]([CH:11]3[O:16][C:15]4[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=4[O:13][CH2:12]3)[OH:10])[CH2:4][CH2:3]2)=[O:29])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1

Participants

4

Reactant 2

HCID 18502Cyclohexyl isocyanateHCID 12608506HCID 12608506, compound

Product 1

HCID 12608514HCID 12608514, compound

Reagents, catalysts & solvents 1

HCID 5360545SodiumSolvent2×

Procedure

Erythro 4-amino-1-[2-(1,4-benzodioxan-2-yl)-2-hydroxyethyl]piperidine (2.0 g, 0.0072 m) prepared according to Example 3(c) in sodium dried benzene was treated with cyclohexyl isocyanate (0.99 g 0.008m) in sodium dried benzene (25 mls). The mixture was stirred at room temperature for 18 hours. The solid was filtered off and washed with benzene. The white solid was suspended in ethyl acetate and acidified with ethanolic hydrogen chloride until the solution was acidic. The title compound was filtered off, washed with ether and dried (1.47 g 46.5%)

Workup

  1. filtrationThe solid was filtered off
  2. washwashed with benzene
  3. filtrationThe title compound was filtered off
  4. washwashed with ether
  5. customdried (1.47 g 46.5%)

Sources & evidence

ORD record
ord-3b0ec972ec5d47e79d1cf0a87dffe113
Source dataset
uspto-grants-1980_11
Patent number
US04235915

Reaction notes

Loading…