Hexane → Bis(trimethylsilyl)(diphenylphosphino)cyclopentadiene

HRID 2303747ノート

反応式

HRID 2303747 の反応式
C([Li])CCC.CCCCCC.[CH3:12][Si:13]([C:16]1([Si:21]([CH3:24])([CH3:23])[CH3:22])[CH:20]=[CH:19][CH:18]=[CH:17]1)([CH3:15])[CH3:14].Cl[P:26]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>CCOCC>[CH3:22][Si:21]([C:16]1([Si:13]([CH3:12])([CH3:14])[CH3:15])[C:20]([P:26]([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[CH:19][CH:18]=[CH:17]1)([CH3:24])[CH3:23]

参加物

6

反応物 4

HCID 8058HexaneHCID 66180ChlorodiphenylphosphineHCID 141813Silane, 2,4-cyclopentadien-1-ylidenebis(trimethyl-HCID 178418339Butyllithium

生成物 1

HCID 131723430Bis(trimethylsilyl)(diphenylphosphino)cyclopentadiene収率 92.2%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

76.6 ml of a 2.5 molar solution of butyllithium in hexane (0.19 moles) were added over 10 min at 0° C. to a solution of compound 1 (40.2 g, 0.19 moles) in 500 ml of ether. When the addition was complete. the bath was removed and the solution was stirred for 1 h at room temperature. After cooling to 0° C., 42.2 g (0.19 moles) of chlorodiphenylphosphine were added over 10 min, after which the bath was removed and the suspension was heated to room temperature. After stirring for 1 hour at room temperature, the ether was removed under vacuum and the product was dissolved in hexane again. After the salts had been filtered off, the hexane was removed under vacuum to leave 69.1 g (yield: 91%) of compound 16 in the form of an oil. 1H NMR (400 MHz, CDCl3): δ=7.45 (m, 4H); 7.35 (m, 6H); 6.8 (m, 1H); 6.65 (m, 1H); 6.6 (m, 1H); 0 (s, 18H); 31P NMR (161.9 MHz, CDCl3): δ=−19.5 ppm.

後処理

  1. additionWhen the addition
  2. customthe bath was removed
  3. temperatureAfter cooling to 0° C.
  4. customafter which the bath was removed
  5. temperaturethe suspension was heated to room temperature
  6. stirringAfter stirring for 1 hour at room temperature
  7. customthe ether was removed under vacuum
  8. dissolutionthe product was dissolved in hexane again
  9. filtrationAfter the salts had been filtered off
  10. customthe hexane was removed under vacuum

出典と根拠

ORDレコード
ord-7021f599fe2249cbb45aa3d3a03a8f3b
出典データセット
uspto-grants-2002_08
特許番号
US06433112B1

反応ノート

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