Oxygen → Triphenylphosphine Oxide

HRID 328457

反応式

HRID 328457 の反応式
[C:1]1([P:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O:22][Al](CC)CC)C.O=O>C/C(/[O-])=C/C(C)=O.C/C(/[O-])=C/C(C)=O.[Ni+2].C1C=CC([P]([Ni]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CCOCC>[C:14]1([P:7](=[O:22])([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

参加物

7

反応物 3

HCID 977OxygenHCID 11776TriphenylphosphineHCID 16683109Ethoxydiethylaluminium

生成物 1

HCID 13097Triphenylphosphine Oxide

試薬・触媒・溶媒 3

HCID 9834912Nickel(II) acetylacetonate触媒HCID 178420538HCID 178420538、化合物触媒HCID 3283Diethyl Ether溶媒

実験手順

10 gms. of nickel acetylacetonate and 40.95 gms. of triphenylphosphine are dissolved in 400 ml. of absolute ether and the solution is reduced with 16 ml. of ethoxydiethyl aluminum at 0° C. This results in a red-brown solution from which red-brown crystals precipitate after standing for 30 minutes. Complete precipitation of the crystals is achieved by cooling. The crystals are filtered with suction, washed with ether and dried. There are obtained 32 gms. (80% of the theoretical yield) of red-brown crystals, the elementary analysis of which agrees wit the formula Ni(P(C6H5)3)4. The compound is sensitive to air. When allowing oxygen to act on it, triphenylphosphine oxide is formed. The compound is capable of catalyzing the formation of cyclooctadiene from butadiene.

後処理

  1. customat 0° C
  2. customThis results in a red-brown solution from which red-brown crystals
  3. customprecipitate
  4. customComplete precipitation of the crystals
  5. temperatureby cooling
  6. filtrationThe crystals are filtered with suction
  7. washwashed with ether
  8. customdried
  9. customThere are obtained 32 gms
  10. custom(80% of the theoretical yield) of red-brown crystals

出典と根拠

ORDレコード
ord-5a724e81ef2a4d38bd6c086366cd7920
出典データセット
uspto-grants-1977_04
特許番号
US04017526

関連ノート

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