Benzaldehyde → 1-Nitro-2-phenylethane

HRID 1418681Notes

Reaction equation

Cl.C[C@H]1[C@H](CC2C=CC=CC=2)NC(=N)C1.[N+:16](/[CH:19]=[CH:20]/[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([O-:18])=[O:17].C(=O)C1C=CC=CC=1.NC1C=CC=CC=1N>>[N+:16]([CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([O-:18])=[O:17]

Participants

Reactant 4

HCID 240Benzaldehyde

HCID 7243O-Phenylenediamine

HCID 5284459beta-nitrostyrene, (E)-

HCID 178461471HCID 178461471, compound

Product 1

HCID 802081-Nitro-2-phenylethaneYield 95%

Procedure

Isomer B: (±) (trans) 4-methyl-5-(phenylmethyl)pyrrolidin-2-imine, monohydrochloride ##STR224## 219 A) trans-b-Nitrostyrene (63.0 g, 0.42 mole) was reacted with benzaldehyde (53.4 g, 0.5 mole) and 1,2-diaminobenzene (54.4 g, 0.5 mole) according to the procedure of Chikashita et. al. (Synth. Commun. 1985, 15 (6), 527) to yield (2-nitroethyl)benzene (60.0 g, 95%) as a yellow oil.

Sources & evidence

ORD record: ord-3fd5581b16a44858aaa8400d92f22a12
Source dataset: uspto-grants-1999_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05883251

Reaction notes

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