Triethylamine → 6-((di-tert-Butylphosphino)methyl)-2,2'-bipyridine

HRID 2167163

반응식

HRID 2167163 반응식
Cl[CH2:2][C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[CH:6]=[CH:5][CH:4]=1.[C:15]([PH:19][C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:18])([CH3:17])[CH3:16].C(N(CC)CC)C>CO>[C:15]([P:19]([CH2:2][C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[CH:6]=[CH:5][CH:4]=1)[C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:18])([CH3:17])[CH3:16]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 136643Phosphine, bis(1,1-dimethylethyl)-HCID 6428432,2'-Bipyridine, 6-(chloromethyl)-

생성물 1

HCID 532341466-((di-tert-Butylphosphino)methyl)-2,2'-bipyridine수율 85%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
50 °C

실험 절차

To an oven dried 50 mL pressure vessel equipped with magnetic stirring bar was added 6-chloromethyl-2,2′-bipyridine (BPy-CH2Cl) (2.05 g, 10.00 mmol), di-tert-butyl phosphine (1.75 g, 12.00 mmol), and 30 mL MeOH in a nitrogen glove box. The flask was sealed and heated at 50° C. for 48 hrs with stirring outside the glove box. After cooling, it was reintroduced to the glove box, triethylamine (1.82 g, 18.00 mmol) was added and the reaction mixture was stirred at room temperature for 1 hr. The solvents were removed under reduced pressure to obtain a white solid. The residue was washed with ether (3×20 mL) and the ether filtered and was removed under reduced pressure to yield a white solid. It was recrystallized from MeOH at ca. −30° C. to yield 2.67 g (85%) of 6-di-tert-butylphosphinomethyl-2,2′-bipyridine (BPy-tPNN).

후처리

  1. customTo an oven dried 50 mL pressure vessel
  2. customequipped with magnetic stirring bar
  3. customThe flask was sealed
  4. temperatureAfter cooling
  5. additionwas added
  6. stirringthe reaction mixture was stirred at room temperature for 1 hr
  7. customThe solvents were removed under reduced pressure
  8. customto obtain a white solid
  9. washThe residue was washed with ether (3×20 mL)
  10. filtrationthe ether filtered
  11. customwas removed under reduced pressure
  12. customto yield a white solid
  13. customIt was recrystallized from MeOH at ca. −30° C.

출처 및 근거

ORD 기록
ord-b309024d2e2b451fbcb6027f7fc5c0a6
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09045381B2

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