Butyl ether → Hexyldiphenylphosphine

HRID 2290975

反応式

HRID 2290975 の反応式
C(OCCCC)CCC.[Na].[Na+].[Na+].[Na+].[P-3].[C:15]1([P:21](Cl)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[CH2:29](Cl)[CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]>O>[CH2:29]([P:21]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]

参加物

7

反応物 5

HCID 8909Butyl etherHCID 109921-ChlorohexaneHCID 61547Sodium phosphideHCID 66180Chlorodiphenylphosphine2 回HCID 5360545Sodium

生成物 1

HCID 87564Hexyldiphenylphosphine収率 88%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

Distilled di-n-butyl ether (2500 ml) and solid sodium metal (230 g, 10.0 moles) were placed in a 22 L round bottom flask. The flask was equipped as in the above Comparative Example C-1. The solution of the sodium phosphide salt was made by carefully adding diphenylphosphinous chloride (1100 g, 5.0 moles) to the refluxing solvent-sodium slurry as described in the previous example. Stirring and reflux was continued for 2 hours after addition of the diphenylphosphinous chloride was complete. The reaction mixture was cooled with further stirring to about 45° C. n-Hexyl chloride (603 g, 5 moles) was added over a 30 minute period. Stirring was continued for 30 minutes after this addition was complete. Water (2500 ml) was added with stirring and the inorganic salts dissolved. Stirring was stopped and the lower water layer drained off and discarded. The upper organic layer was concentrated under vacuum giving crude n-hexyldiphenylphosphine (1190 g) of about 87 percent yield based on diphenylphosphinous chloride. This material was found to be about 20 percent n-hexyldiphenylphosphine oxide by GLC analysis.

後処理

  1. customwere placed in a 22 L round bottom flask
  2. temperaturereflux
  3. temperatureThe reaction mixture was cooled
  4. additionwas added over a 30 minute period
  5. stirringStirring
  6. waitwas continued for 30 minutes
  7. additionafter this addition
  8. stirringwith stirring
  9. dissolutionthe inorganic salts dissolved
  10. stirringStirring
  11. concentrationThe upper organic layer was concentrated under vacuum

出典と根拠

ORDレコード
ord-04a00547063a4f8d9c347a481e3a20e4
出典データセット
uspto-grants-1986_10
特許番号
US04618720

関連ノート

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