Cyclohexene oxide → 8-(2-Hydroxy-cyclohexyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one

HRID 458149Notes

Reaction equation

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

Participants

Reactant 2

HCID 9246Cyclohexene oxide

HCID 705561-Phenyl-1,3,8-triazaspiro(4.5)decan-4-one

Product 1

HCID 159257968-(2-Hydroxy-cyclohexyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one

Procedure

The title compound was prepared from cyclohexene oxide and 1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one in analogy of the procedure described for the synthesis of (rac,trans)-8-(2-hydroxy-cyclohexyl)-1-(3-methyl-butyl)-1,3,8-triaza-spiro[4.5]decan-4-one (Example 73c). (rac,trans) 8-(2-Hydroxy-cyclohexyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one was obtained as colorless solid, MS (ISP): 330.3 MH+.

Sources & evidence

ORD record: ord-1b8479c4125f4f19aa58d6380cb90b78
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07189850B2

Reaction notes

Loading…