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Hydrochloric Acid → 4-[N-(n-Propyl)amino]-1-phenyl-2,2,6,6-tetramethyl-phosphorinane

HRID 236078
ノート
印刷プレビュー

反応式

HRID 236078 の反応式
[C:1]1([P:7]2[C:12]([CH3:14])([CH3:13])[CH2:11][C:10](=O)[CH2:9][C:8]2([CH3:17])[CH3:16])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:18]([NH2:21])[CH2:19][CH3:20].[B-]C#N.[Na+].Cl>CO>[CH2:18]([NH:21][CH:10]1[CH2:11][C:12]([CH3:14])([CH3:13])[P:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:8]([CH3:17])([CH3:16])[CH2:9]1)[CH2:19][CH3:20]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric Acid2 回HCID 7852PropylamineHCID 41304594-Phosphorinanone, 2,2,6,6-tetramethyl-1-phenyl-HCID 20587905Sodium cyanoborohydride [MI]

生成物 1

HCID 135746544-[N-(n-Propyl)amino]-1-phenyl-2,2,6,6-tetramethyl-phosphorinane収率 77%

試薬・触媒・溶媒 1

HCID 887
Methanol
溶媒

実験手順

A flask, under nitrogen, was charged with a mixture of 12.4 grams (0.05 mole) of 1-phenyl-2,2,6,6-tetra methyl-4-phosphorinanone, 17.7 grams (0.30 mole) of n-propylamine, 1.89 grams (0.03 mole) of sodium cyanotrihydroborate, 20 mls of 5N methanolic hydrochloric acid and 150 mls of methanol. The mixture was stirred at ambient temperature for three days and then treated with 20 mls of conc. hydrochloric acid. The reaction mixture was concentrated in vacuo and 30 mls of water and 25 mls of diethylether were added. The layers were separated and to the aqueous layer was added 8 grams of solid sodium hydroxide. The resultant basic mixture was extracted sequentially with five 25 ml portions of diethylether. The combined extracts were dried over anhydrous sodium sulfate, the solvent removed in vacuo and the residue distilled under reduced pressure to give 11.2 grams (77% yield) of colorless liquid, b.p. 140°-144° C. (0.1 mm Hg)

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo and 30 mls of water and 25 mls of diethylether
  2. additionwere added
  3. customThe layers were separated and to the aqueous layer
  4. additionwas added 8 grams of solid sodium hydroxide
  5. extractionThe resultant basic mixture was extracted sequentially with five 25 ml portions of diethylether
  6. dry with materialThe combined extracts were dried over anhydrous sodium sulfate
  7. customthe solvent removed in vacuo
  8. distillationthe residue distilled under reduced pressure

出典と根拠

ORDレコード
ord-366d33aca76f4ad8871129db13bb37b9
出典データセット
uspto-grants-1987_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04642382

反応ノート

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