Dinitrobenzonitrile → HCID 66745738, compound

HRID 1467280Notes

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.[CH3:15][C:16]1([CH3:32])[O:31][C@H:19]2[O:20][CH:21]([CH2:29][OH:30])[C@@H:22]3[O:26][C:25]([CH3:28])([CH3:27])[O:24][C@@H:23]3[C@@H:18]2[O:17]1>>[N+:12]([C:8]1[CH:9]=[CH:10][CH:11]=[C:4]([O:30][CH2:29][CH:21]2[O:20][C@@H:19]3[O:31][C:16]([CH3:32])([CH3:15])[O:17][C@H:18]3[C@H:23]3[O:24][C:25]([CH3:28])([CH3:27])[O:26][C@@H:22]23)[C:5]=1[C:6]#[N:7])([O-:14])=[O:13]

Participants

Reactant 2

HCID 520718Dinitrobenzonitrile

HCID 66746986HCID 66746986, compound

Product 1

HCID 66745738HCID 66745738, compoundYield 59%

Procedure

Prepared as in Example 158c from 2,6 dinitrobenzonitrile and ((3aR,5aS,8aS,8bS)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl)methanol in 59% yield as white sticky material. MS 408 (MH+), 424 (MH2O+).

Sources & evidence

ORD record: ord-2a1d6266d4b14533b854232953de97b4
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09000054B2

Reaction notes

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