Acetic Acid → HCID 178512131, compound

HRID 1154578Notes

Reaction equation

HRID 1154578 reaction equation
[H][H].C(O)(=O)C.CS(O)(=O)=O.C(OC([NH:22][CH2:23][C@H:24]1[CH2:29][CH2:28][C@H:27]([C:30]([O:32][C:33]2[CH:38]=[CH:37][C:36]([CH:39]=[CH:40][C:41](=[NH:43])[NH2:42])=[CH:35][CH:34]=2)=[O:31])[CH2:26][CH2:25]1)=O)C1C=CC=CC=1>C(OCC)C>[NH2:22][CH2:23][C@H:24]1[CH2:29][CH2:28][C@H:27]([C:30]([O:32][C:33]2[CH:34]=[CH:35][C:36]([CH:39]=[CH:40][C:41](=[NH:42])[NH2:43])=[CH:37][CH:38]=2)=[O:31])[CH2:26][CH2:25]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 178418361HCID 178418361, compoundHCID 178505349HCID 178505349, compound

Product 1

HCID 178512131HCID 178512131, compoundYield 71.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a mixture of 9 ml of a 30% hydrogen bromideacetic acid mixture and 18 ml of glacial acetic acid, was added 2.7 g of 4-(β-amidinoethenyl)phenyl trans-4-benzyloxycarbonylaminomethylcyclohexanecarboxylate methanesulfonate. After stirring the mixture for one hour at room temperature, anhydrous ethyl ether was added to wash out a white solid substance. The solid substance was recrystallized from ethanol to obtain 1.1 g of a white powder of 4-(β-amidinoethenyl)phenyl trans-4-aminomethylcyclohexane carboxylate dihydrobromide.

Workup

  1. washto wash out a white solid substance
  2. customThe solid substance was recrystallized from ethanol

Sources & evidence

ORD record
ord-db7c1860cd7e41e397b4392de25f8547
Source dataset
uspto-grants-1984_12
Patent number
US04490388

Reaction notes

Loading…