Ammonium Chloride → HCID 54255094, 화합물

HRID 1596040

반응식

HRID 1596040 반응식
[Cl-].[CH3:2][O:3][CH2:4][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.CC(C)([O-])C.[K+].[Br:30][C:31]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[CH:34]=[CH:33][C:32]=1[CH:41]=O.[Cl-].[NH4+]>C1COCC1>[Br:30][C:31]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[CH:34]=[CH:33][C:32]=1[CH:41]=[CH:2][O:3][CH3:4]

참가 물질

6

반응물 4

HCID 25517Ammonium ChlorideHCID 769091-Bromonaphthalene-2-carbaldehydeHCID 2723798Methoxymethyl-triphenylphosphonium chlorideHCID 23665647Potassium tert-butoxide

생성물 1

HCID 54255094HCID 54255094, 화합물수율 87%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of (methoxymethyl)triphenyl phosphonium chloride (32.0 g, 93.3 mmol) in THF (100 mL) at −78° C. was treated with potasium tert-butoxide (9.90 g, 88.1 mmol), stirred cold for 1 hour, treated with a solution of 1-bromo-2-naphthaldehyde (12.1 g, 51.7 mmol) (commercially available from TCI America) in THF (75 mL) over 15 minutes, stirred for 16 hours at room temperature, treated with aqueous ammonium chloride (200 mL) and extracted with ethyl acetate. The ethyl acetate was washed with brine, dried (MgSO4), filtered, and concentrated to an oil. The oil was purified on silica gel with a gradient of 2% to 5% ethyl acetate/hexanes to provide 11.8 g (87%) of the desired compound.

후처리

  1. stirringstirred for 16 hours at room temperature
  2. extractionextracted with ethyl acetate
  3. washThe ethyl acetate was washed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated to an oil
  7. customThe oil was purified on silica gel with a gradient of 2% to 5% ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-5f5f6e788b304e74abd395907681d3c7
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06288261B1

연결된 노트

불러오는 중…