3,3-Dimethyl-5,6-bis(nitrooxy)hexyl 4-nitrobenzoate → 3-(2,3-Bis(nitrooxy)propoxy)propanoic acid

HRID 1676012Notes

Reaction equation

HRID 1676012 reaction equation
[N+](C1C=CC(C(OCCC(C)(C)CC=C)=O)=CC=1)([O-])=O.C(OCCC(OC1C=CC([N+]([O-])=O)=CC=1)=O)C=C.[N+](C1C=CC(C(OCCC(C)(C)CC(O[N+]([O-])=O)CO[N+]([O-])=O)=O)=CC=1)([O-])=O.[N+:67]([O:70][CH:71]([CH2:88][O:89][N+:90]([O-:92])=[O:91])[CH2:72][O:73][CH2:74][CH2:75][C:76]([O:78]C1C=CC([N+]([O-])=O)=CC=1)=[O:77])([O-:69])=[O:68]>>[N+:67]([O:70][CH:71]([CH2:88][O:89][N+:90]([O-:92])=[O:91])[CH2:72][O:73][CH2:74][CH2:75][C:76]([OH:78])=[O:77])([O-:69])=[O:68]

Participants

5

Reactant 4

HCID 582094543,3-Dimethyl-5,6-bis(nitrooxy)hexyl 4-nitrobenzoateHCID 669632843,3-Dimethylhex-5-enyl 4-nitrobenzoateHCID 673462334-Nitrophenyl 3-(allyloxy)propanoateHCID 866459414-Nitrophenyl 3-(2,3-bis(nitrooxy)propoxy)propanoate

Product 1

HCID 866459403-(2,3-Bis(nitrooxy)propoxy)propanoic acid

Procedure

The title compound was prepared by following the procedure described in EXAMPLE 8 Step A,B except that the reagent 3,3-dimethylhex-5-enyl 4-nitrobenzoate was replaced by 4-nitrophenyl 3-(allyloxy)propanoate and the reagent 3,3-dimethyl-5,6-bis(nitrooxy)hexyl 4-nitrobenzoate was replaced by 4-nitrophenyl 3-(2,3-bis(nitrooxy)propoxy)propanoate.

Sources & evidence

ORD record
ord-674aeda19691472e94c6b74a4d09d500
Source dataset
uspto-grants-2011_08
Patent number
US08003811B2

Reaction notes

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