Ethanol → HCID 70430832, compound

HRID 980193Notes

Reaction equation

HRID 980193 reaction equation
[CH2:1]([CH2:7][NH2:8])[C:2]1[O:6][CH:5]=[CH:4][CH:3]=1.C(N([CH2:14][CH3:15])CC)C.CC1C=C[C:20]([C:21](=[O:24])[CH2:22]Br)=[CH:19][CH:18]=1.[CH2:27](O)C>>[OH:24][C:21]1[CH:22]=[C:14]([CH:15]2[C:3]3[CH:4]=[CH:5][O:6][C:2]=3[CH2:1][CH:7]([CH3:27])[NH:8]2)[CH:18]=[CH:19][CH:20]=1

Participants

5

Reactant 4

HCID 702EthanolHCID 8471TriethylamineHCID 692722-Bromo-4'-methylacetophenoneHCID 11328632-(Furan-2-yl)ethan-1-amine

Product 1

HCID 70430832HCID 70430832, compound

Procedure

A solution of 10 gm (0.082 mol) of furfurylmethylamine in 50 ml of ethanol and 10 gm of triethylamine was mixed with 17 gm of p-methylphenacylbromide and stirred for two hours. The triethylamine hydrochloride precipitated was subjected to suction filtration. The mother liquor was mixed with 4 gm of sodium borohydride and stirred for one hour at ambient temperature. Then, water was added, and the mixture was extracted with ether. The ether solution was dried, and the ether was distilled off in vacuo. The 2-furfuryl-2-methylamino-1-p-methylphenyl ethanol was left behind in the form of an oil.

Workup

  1. customThe triethylamine hydrochloride precipitated
  2. filtrationwas subjected to suction filtration
  3. additionThe mother liquor was mixed with 4 gm of sodium borohydride
  4. stirringstirred for one hour at ambient temperature
  5. additionThen, water was added
  6. extractionthe mixture was extracted with ether
  7. dry with materialThe ether solution was dried
  8. distillationthe ether was distilled off in vacuo
  9. waitThe 2-furfuryl-2-methylamino-1-p-methylphenyl ethanol was left behind in the form of an oil

Sources & evidence

ORD record
ord-f17b997f858248ce802e8c18e54a5c60
Source dataset
uspto-grants-1987_01
Patent number
US04636510

Reaction notes

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