Dipropan-2-yl(3-nitrophenyl)phosphonate → Dipropan-2-yl(3-aminophenyl)phosphonate

HRID 511224Notes

Reaction equation

HRID 511224 reaction equation
NC1C=CC(P(=O)(OC(C)C)OC(C)C)=CC=1.[N+:18]([C:21]1[CH:22]=[C:23]([P:27](=[O:36])([O:32][CH:33]([CH3:35])[CH3:34])[O:28][CH:29]([CH3:31])[CH3:30])[CH:24]=[CH:25][CH:26]=1)([O-])=O>>[NH2:18][C:21]1[CH:22]=[C:23]([P:27](=[O:36])([O:28][CH:29]([CH3:31])[CH3:30])[O:32][CH:33]([CH3:35])[CH3:34])[CH:24]=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 54035471Dipropan-2-yl(3-nitrophenyl)phosphonateHCID 86653993Dipropan-2-yl(4-aminophenyl)phosphonate

Product 1

HCID 13649474Dipropan-2-yl(3-aminophenyl)phosphonateYield 45%

Procedure

Prepared according to the procedure described for dipropan-2-yl (4-aminophenyl)phosphonate using dipropan-2-yl (3-nitrophenyl)phosphonate. Yield: 45%. 1H-NMR (DMSO-d6, 400 MHz): δ=1.15 (d, J=6.4 Hz, 6 H), 1.24 (d, J=6.4 Hz, 6 H), 4.45-4.50 (m, 2 H), 5.35 (s, br, 2 H), 6.70-6.77 (m, 2 H), 6.58 (d, J=8.0 Hz, 1 H), 7.10-7.25 (m, 1 H). MS: m/z 257.97 [MH+].

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-d061f626274e4c7b9cbd5f42d8aab404
Source dataset
uspto-grants-2015_08
Patent number
US09096624B2

Reaction notes

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