Iometopane → 3b-(4-Iodophenyl)tropane-2b-carboxylic

HRID 343996Notes

Reaction equation

HRID 343996 reaction equation
[C:1]([C@H:5]1[C@@H:11]([C:12]2[CH:17]=[CH:16][C:15]([I:18])=[CH:14][CH:13]=2)[CH2:10][C@H:9]2[N:19]([CH3:20])[C@@H:6]1[CH2:7][CH2:8]2)([O:3]C)=[O:2]>O.O1CCOCC1>[C:1]([C@H:5]1[C@@H:11]([C:12]2[CH:13]=[CH:14][C:15]([I:18])=[CH:16][CH:17]=2)[CH2:10][C@H:9]2[N:19]([CH3:20])[C@@H:6]1[CH2:7][CH2:8]2)([OH:3])=[O:2]

Participants

3

Reactant 1

HCID 108220Iometopane

Product 1

HCID 156397973b-(4-Iodophenyl)tropane-2b-carboxylic

Reagents, catalysts & solvents 1

HCID 218864351,4-Dioxane--water (1/1)Solvent

Procedure

A round bottom flask filled with a solution of 100 mg of 2β-Carbomethoxy-3β-(4-Iodophenyl)tropane in 10 mL of 1:1 water/dioxane was heated to a gentle reflux for two days. The solvent was then removed and the white residue was triturated with hot ethyl acetate twice. The remaining solid was dried under in vacuo to yield 90 mg of CIT-acid 7, (93%) as a white solid.

Workup

  1. temperaturewas heated to
  2. temperaturea gentle reflux for two days
  3. customThe solvent was then removed
  4. customthe white residue was triturated with hot ethyl acetate twice
  5. customThe remaining solid was dried under in vacuo
  6. customto yield 90 mg of CIT-acid 7, (93%) as a white solid

Sources & evidence

ORD record
ord-1b5f686d1d564df6a756290d52bea8e4
Source dataset
uspto-grants-1999_01
Patent number
US05864038

Reaction notes

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