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

HRID 1719409
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HRID 1719409 반응식
[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]
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참가 물질

6

반응물 4

HCID 313Hydrochloric Acid2회HCID 7852PropylamineHCID 41304594-Phosphorinanone, 2,2,6,6-tetramethyl-1-phenyl-HCID 20587905Sodium cyanoborohydride [MI]

생성물 1

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

시약·촉매·용매 1

HCID 887
Methanol
용매

실험 절차

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 hydroxyde. 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)

후처리

  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 hydroxyde
  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

출처 및 근거

ORD 기록
ord-9e1ada2005e54da4beb009d5cf39cd03
출처 데이터셋
uspto-grants-1985_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04539421

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