Hexane → 1-(1-Methyl-2-phenoxyethylamino)-3-(3-hydroxyphenoxy)-2-propanol

HRID 2057395Notes

Reaction equation

HRID 2057395 reaction equation
[O:1]1[CH2:12][CH:2]1[CH2:3][O:4][C:5]1[CH:6]=[C:7]([OH:11])[CH:8]=[CH:9][CH:10]=1.[CH3:13][CH:14]([NH2:23])[CH2:15][O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.CCCCCC>CCOCC>[CH3:13][CH:14]([NH:23][CH2:12][CH:2]([OH:1])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([OH:11])[CH:6]=1)[CH2:15][O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 8058HexaneHCID 370871-Phenoxy-2-propanamineHCID 205347983-(2,3-Epoxy-1-propoxy)-phenol

Product 1

HCID 128557371-(1-Methyl-2-phenoxyethylamino)-3-(3-hydroxyphenoxy)-2-propanolYield 38%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 1.66 g. (10 mmole) of 3-(2,3-epoxy-1-propoxy)-phenol and 4.5 g. (30 mmole) of 1-methyl-2-phenoxyethylamine was heated at 80° C. overnight. The mixture was taken up in ether, and hexane was added to precipitate the product. Recrystallization from ethyl acetate gave 1-(1-methyl-2-phenoxyethylamino)-3-(3-hydroxyphenoxy)-2-propanol (38%); mp 124°-127° C.

Workup

  1. additionA mixture of 1.66 g
  2. customto precipitate the product
  3. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-f9a3fb6ad59e46f0bdb698c63b63f80a
Source dataset
uspto-grants-1980_07
Patent number
US04210653

Reaction notes

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