Ammonia → HCID 13365190, compound

HRID 980191

Reaction equation

HRID 980191 reaction equation
[OH:1][C:2]1([C:12]2[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=2)[CH2:7][N:6]([CH3:8])[CH2:5][C:4]2[O:9][CH:10]=[CH:11][C:3]1=2.N.B(F)(F)F.[CH3:24]O>>[CH3:24][O:1][C:2]1([C:12]2[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=2)[CH2:7][N:6]([CH3:8])[CH2:5][C:4]2[O:9][CH:10]=[CH:11][C:3]1=2

Participants

4

Reactant 3

HCID 222AmmoniaHCID 11062313Boron, trifluoro(methanol)-, (T-4)-HCID 13365189HCID 13365189, compound

Product 1

HCID 13365190HCID 13365190, compound

Procedure

Two grams (0.005 mol) of 4-hydroxy-4-(p-bromophenyl)-6-methyl-4,5,6,7-tetrahydro-furano[2,3-c]pyridine were heated to 50° C. for four hours in 40 ml of a boron trifluoride/methanol mixture (20% BF3), and then the mixture was poured onto ice and neutralized with ammonia. The mixture was extracted with ether, and the ether was distilled off in vacuo. The residue was purified over silica gel [cyclohexane/ethyl acetate (75:25)].

Workup

  1. extractionThe mixture was extracted with ether
  2. distillationthe ether was distilled off in vacuo
  3. customThe residue was purified over silica gel [cyclohexane/ethyl acetate (75:25)]

Sources & evidence

ORD record
ord-45c10db0ae894399ad0c761ab202228d
Source dataset
uspto-grants-1987_01
Patent number
US04636510

Linked notes

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