Nanofin → HCID 21541283, compound

HRID 1075851Notes

Reaction equation

HRID 1075851 reaction equation
Cl[CH2:2][CH:3]([OH:17])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[O:12][CH2:13][CH2:14][O:15][CH3:16].[CH3:18][CH:19]1[CH2:24][CH2:23][CH2:22][CH:21]([CH3:25])[NH:20]1>C(O)C>[CH3:18][CH:19]1[CH2:24][CH2:23][CH2:22][CH:21]([CH3:25])[N:20]1[CH2:2][CH:3]([OH:17])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[O:12][CH2:13][CH2:14][O:15][CH3:16]

Participants

4

Reactant 2

HCID 68843NanofinHCID 21541295HCID 21541295, compound

Product 1

HCID 21541283HCID 21541283, compoundYield 74.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5.2 g of 1-chloro-3-[2-(2-methoxyethoxy)phenoxy]-2-propanol, 4.6 g of 2,6-dimethylpiperidine and 50 ml of ethanol is refluxed for 16 hours. The ethanol is removed, and ether is added to the residue. The insoluble matter is filtered off, and the filtrate is extracted with two 80 ml portions of 10% hydrochloric acid. The aqueous layer is made alkaline with sodium hydroxide, and the separated oil is extracted twice with ether. The ether layer is dried over anhydrous potassium carbonate, and the ether is removed to give 5.0 g of 1-(2,6-dimethylpiperidino)-3-[2-(2-methoxyethoxy)phenoxy]-2-propanol, melting at 92°-94°C.

Workup

  1. temperatureis refluxed for 16 hours
  2. customThe ethanol is removed
  3. additionether is added to the residue
  4. filtrationThe insoluble matter is filtered off
  5. extractionthe filtrate is extracted with two 80 ml portions of 10% hydrochloric acid
  6. extractionthe separated oil is extracted twice with ether
  7. dry with materialThe ether layer is dried over anhydrous potassium carbonate
  8. customthe ether is removed

Sources & evidence

ORD record
ord-cf7bb7ec85a8473d88625faa010d4063
Source dataset
uspto-grants-1976_05
Patent number
US03954776

Reaction notes

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