Phenethylamine → HCID 13120363, compound

HRID 485945Notes

Reaction equation

HRID 485945 reaction equation
[C:1]1([O:11][CH:12]([Cl:17])[CH:13]([OH:16])[CH2:14][CH3:15])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH2:18]([NH2:26])[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CC(C)=O>[ClH:17].[C:1]1([O:11][CH2:12][CH:13]([OH:16])[CH2:14][CH2:15][NH:26][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 1001PhenethylamineHCID 212745841-(1-Naphthyloxy)-2-hydroxybutyl chloride

Product 1

HCID 13120363HCID 13120363, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 12.5 g. (0.05 mole) of 1-(1-naphthyloxy)-2-hydroxybutyl chloride and 14.5 g. (0.1 mole) of phenethylamine was heated at 120° C. for 20 min. on a hot plate. The resulting mixture was mixed with 250 ml. of acetone, heated to boiling and then filtered at room temperature. The filtrate was treated with 50 ml. of ethereal hydrogen chloride. The resulting white precipitate was filtered. The white crystalline solid was recrystallized from acetone and yielded 11.8 g. of the hydrochloride salt which melted at 163°-165° C.

Workup

  1. additionA mixture of 12.5 g
  2. additionThe resulting mixture was mixed with 250 ml
  3. filtrationfiltered at room temperature
  4. additionThe filtrate was treated with 50 ml
  5. filtrationThe resulting white precipitate was filtered
  6. customThe white crystalline solid was recrystallized from acetone
  7. customyielded 11.8 g

Sources & evidence

ORD record
ord-04f86aadc81d433dba13a55da495966e
Source dataset
uspto-grants-1985_08
Patent number
US04538001

Reaction notes

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