Lithium Hydroxide → HCID 57926019, compound

HRID 1013474Notes

Reaction equation

HRID 1013474 reaction equation
[CH2:1]([O:3][P:4]([CH2:9][C:10]1[CH:19]=[CH:18][C:13]([C:14]([O:16]C)=[O:15])=[CH:12][N:11]=1)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].C1COCC1.[Li+].[OH-]>CO>[CH2:1]([O:3][P:4]([CH2:9][C:10]1[CH:19]=[CH:18][C:13]([C:14]([OH:16])=[O:15])=[CH:12][N:11]=1)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 57925906HCID 57925906, compound

Product 1

HCID 57926019HCID 57926019, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of methyl 6-[(diethoxyphosphoryl)methyl]nicotinate (108 mg, 0.376 mmol), THF (1.13 mL) and MeOH (0.376 mL) was treated with LiOH (0.376 mL, 3.0M in water, 1.13 mmol) and stirred for 2 h. The mixture was concentrated to a white residue used crude in the next step. 1H NMR (DMSO-d6, 600 MHz) δ 8.95 (m, 1H), 8.22 (m, 1H), 7.48 (m, 1H), 3.96 (dt, J=15.3, 7.0 Hz, 4H), 3.53 (d, J=22.0 Hz, 2H), 1.15 (t, J=7.0 Hz, 3H). MS: cal'd 274 (MH+), exp 274 (MH+).

Workup

  1. concentrationThe mixture was concentrated to a white residue

Sources & evidence

ORD record
ord-01ea97803f95417fac871ecf933006e9
Source dataset
uspto-grants-2011_07
Patent number
US07981874B2

Reaction notes

Loading…