Sodium Bicarbonate → HCID 67453478, compound

HRID 541097Notes

Reaction equation

HRID 541097 reaction equation
Cl.[CH2:2]([C:6]1[O:7][C:8]2[CH:35]=[CH:34][C:33]([OH:36])=[CH:32][C:9]=2[C:10]=1[C:11](=[O:31])[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][CH2:21][N:22]([CH2:27][CH2:28][CH2:29][CH3:30])[CH2:23][CH2:24][CH2:25][CH3:26])=[CH:14][CH:13]=1)[CH2:3][CH2:4][CH3:5].C(=O)(O)[O-].[Na+]>ClCCl>[CH2:2]([C:6]1[O:7][C:8]2[CH:35]=[CH:34][C:33]([OH:36])=[CH:32][C:9]=2[C:10]=1[C:11](=[O:31])[C:12]1[CH:13]=[CH:14][C:15]([O:18][CH2:19][CH2:20][CH2:21][N:22]([CH2:23][CH2:24][CH2:25][CH3:26])[CH2:27][CH2:28][CH2:29][CH3:30])=[CH:16][CH:17]=1)[CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 86688762HCID 86688762, compound

Product 1

HCID 67453478HCID 67453478, compoundYield 88.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4 g of 2-n-butyl-3-{4-[3-(di-n-butylamino)-propoxy]-benzoyl}-5-hydroxy-benzofuran hydrochloride (8 mmol) and 16 ml of dichloromethane are placed in an equipped reactor. The reaction medium is stirred until dissolution is obtained. An aqueous sodium bicarbonate solution is added to the reaction medium to pH>7.5 and then the medium is stirred. The phases are decanted off and separated. The aqueous phase is extracted with dichloromethane and then the combined organic phases are washed with a saline solution. After concentration of the organic phase, 3.38 g of 2-n-butyl-3-{4-[3-(di-n-butylamino)-propoxy]-benzoyl}-5-hydroxy-benzofuran are isolated in the form of a brown oil.

Workup

  1. customis obtained
  2. stirringthe medium is stirred
  3. customThe phases are decanted off
  4. customseparated
  5. extractionThe aqueous phase is extracted with dichloromethane
  6. washthe combined organic phases are washed with a saline solution

Sources & evidence

ORD record
ord-224d8752a52e4533829579aac66c6473
Source dataset
uspto-grants-2014_10
Patent number
US08871956B2

Reaction notes

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