Naphthalene → Naphthalene potassium

HRID 2286835Notes

Reaction equation

HRID 2286835 reaction equation
[K:1].[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1>O1CCCC1>[CH:10]1[C:11]2[C:6](=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:7]=[CH:8][CH:9]=1.[K:1]

Participants

4

Conditions

Temperature
-111 °C

Procedure

A solution of potassium naphthalene was prepared from potassium (110 mg) and naphthalene (400 mg), in tetrahydrofuran (40 ml). This was added to a suspension of [(Ph2CH3P)2RuCl]2H (780 mg) in 40 ml of tetrahydrofuran, cooled to -111° C. The reducing metal arene solution was added slowly, and the reaction mixture, at -111° C. was vigorously agitated throughout the addition. The solution was then warmed to -80° C., and stirred for 18 hours at this temperature, then slowly warmed to room temperature. The resultant solution was filtered and evaporated to dryness giving a dark brown solid. The latter gave a broad metal-hydride absorption band in the infrared region at 1800 cm-1. On the basis of the elemental analyses of this crude product, we regard the composition as being [(Ph2CH3P)3RuH]-K+.

Workup

  1. temperatureThe solution was then warmed to -80° C.
  2. stirringstirred for 18 hours at this temperature
  3. temperatureslowly warmed to room temperature
  4. filtrationThe resultant solution was filtered
  5. customevaporated to dryness
  6. customgiving a dark brown solid
  7. customThe latter gave
  8. customa broad metal-hydride absorption band in the infrared region at 1800 cm-1

Sources & evidence

ORD record
ord-3b2d61bcb15644eba1a6f9ba29bcd2d7
Source dataset
uspto-grants-1981_05
Patent number
US04268454

Reaction notes

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