Tetrahydro-4H-pyran-4-ol → HCID 66746145, compound

HRID 1467194Notes

Reaction equation

HRID 1467194 reaction equation
[N+]([C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[C:5]=1[C:6]#[N:7])([O-])=O.[O:15]1[CH2:20][CH2:19][CH:18]([OH:21])[CH2:17][CH2:16]1>>[N+:12]([C:8]1[CH:9]=[CH:10][CH:11]=[C:4]([O:21][CH:18]2[CH2:19][CH2:20][O:15][CH2:16][CH2:17]2)[C:5]=1[C:6]#[N:7])([O-:14])=[O:13]

Participants

3

Reactant 2

HCID 74956Tetrahydro-4H-pyran-4-olHCID 520718Dinitrobenzonitrile

Product 1

HCID 66746145HCID 66746145, compoundYield 100%

Procedure

Prepared as in Example 166d of WO 2008/154221 from 2,6-dinitrobenzonitrile and tetrahydro-2H-pyran-4-ol in 100% yield as a tan solid. 1H NMR (400 MHz, DMSO-d6) δ 1.69 (m, 2H), 2.03 (m, 2H), 3.56 (m, 2H), 3.87 (m, 2H), 4.98 (sept, J=3.8 Hz, 1H), 7.90 (m, 3H).

Sources & evidence

ORD record
ord-98858db368b94975b5995801f37b5cea
Source dataset
uspto-grants-2015_04
Patent number
US09000054B2

Reaction notes

Loading…