Sodium Hydroxide → HCID 68829652, compound

HRID 2100373Notes

Reaction equation

HRID 2100373 reaction equation
[CH3:1][N:2]([CH2:4][CH2:5][O:6][C:7]1[CH:8]=[C:9]([CH:14]=[CH:15][C:16]=1[I:17])[C:10]([O:12]C)=[O:11])[CH3:3].[OH-].[Na+]>CO>[CH3:3][N:2]([CH2:4][CH2:5][O:6][C:7]1[CH:8]=[C:9]([CH:14]=[CH:15][C:16]=1[I:17])[C:10]([OH:12])=[O:11])[CH3:1]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68829832HCID 68829832, compound2×

Product 1

HCID 68829652HCID 68829652, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 3-[2-(N,N-dimethylamino)ethoxy]-4-iodobenzoate (Intermediate 3) (100 mg) was stirred in methanol (2 ml) and sodium hydroxide solution (2N, 2 ml) for 6 hours at room temperature. The methanol was evaporated under vacuum and the remaining solution neutralised with hydrochloric acid (2M). The mixture was extracted with ethyl acetate/chloroform (1:1) and the organic extracts reduced to dryness under vacuum to give 3-[2-(N,N-Dimethylamino)ethoxy]-4-iodobenzoic acid.

Workup

  1. customThe methanol was evaporated under vacuum
  2. extractionThe mixture was extracted with ethyl acetate/chloroform (1:1)

Sources & evidence

ORD record
ord-b30c68835e2d4187baee1ef207a48ee3
Source dataset
uspto-grants-2009_08
Patent number
US07572790B2

Reaction notes

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