Ammonia → HCID 67931361, compound

HRID 981720Notes

Reaction equation

HRID 981720 reaction equation
[CH2:1]([C:4]12[CH2:10][CH:7]([CH:8]=[CH:9]1)[CH2:6][CH:5]2[C:11](Cl)=[O:12])[CH:2]=[CH2:3].[NH3:14]>>[CH2:1]([C:4]12[CH2:10][CH:7]([CH:8]=[CH:9]1)[CH2:6][CH:5]2[C:11]([NH2:14])=[O:12])[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 20070591HCID 20070591, compound

Product 1

HCID 67931361HCID 67931361, compound

Procedure

9.8 g of allylbicyclo[2.2.1]hept-5-ene-2-carbonyl chloride are added dropwise over 10 minutes at 0° C. to 50 ml of 25% aqueous ammonia. The batch is stirred for 15 minutes at room temperature, and the water is decanted. The residue is dissolved in 50 ml of ether, washed with saturated soda solution and saturated sodium chloride solution, dried over sodium sulfate and concentrated, affording 6.5 g (73% of theory) of a white solid. For purification the resultant solid is recrystallised from water; m.p.: 120°-122° C.

Workup

  1. customthe water is decanted
  2. dissolutionThe residue is dissolved in 50 ml of ether
  3. washwashed with saturated soda solution and saturated sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. customaffording 6.5 g (73% of theory) of a white solid
  7. customFor purification the resultant solid
  8. customis recrystallised from water

Sources & evidence

ORD record
ord-ee0e4a86287a40d4a23d350449e6b0df
Source dataset
uspto-grants-1991_02
Patent number
US04992518

Reaction notes

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