Nitrogen → HCID 22905873, 화합물

HRID 1488573노트

반응식

HRID 1488573 반응식
Br[C:2]1[CH:7]=[C:6](Br)[CH:5]=[C:4]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:3]=1[O:13][CH2:14][CH2:15]Br.N#N.C([Li])CCC.CCCCCC.[NH4+].[Cl-]>O1CCCC1.CCCCCC.CO.CCOCC>[C:9]([C:4]1[C:3]2[O:13][CH2:14][CH2:15][C:2]=2[CH:7]=[CH:6][CH:5]=1)([CH3:12])([CH3:11])[CH3:10]

참가 물질

8

반응물 5

HCID 947NitrogenHCID 8058HexaneHCID 25517Ammonium ChlorideHCID 22905874HCID 22905874, 화합물HCID 178418339Butyllithium

생성물 1

HCID 22905873HCID 22905873, 화합물

시약·촉매·용매 2

HCID 21864698Diethyl ether methanol용매HCID 21883165Tetrahydrofuran hexane용매

실험 절차

A cold solution of 1,5-dibromo-2-(2-bromoethoxy)-3-tert-butylbenzene (5.00 g, 12.05 mmol) in tetrahydrofuran/hexane (100 mL/20 mL) is cooled to -95° C. (MeOH/Et2O, liquid N2). A solution of n-butyl lithium in hexane (12 mL, 30.1 mmol) is added dropwise, and the reaction is allowed to stir for 0.5 h between -95° C. and -80° C. After 4 h, the reaction is poured onto saturated NH4Cl, and extracted with ethylacetate. The organic layer is washed twice with H2O and once with brine. The combined organic layers are dried (MgSO4), filtered, and evaporated. The resulting oil is purified by chromatography over SiO2 using hexanes. The resulting oil is distilled at reduced pressure to give 7-tert-butyl-2,3-dihydrobenzo[b]furan as a low melting white solid.

후처리

  1. waitAfter 4 h
  2. extractionextracted with ethylacetate
  3. washThe organic layer is washed twice with H2O and once with brine
  4. dry with materialThe combined organic layers are dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated
  7. customThe resulting oil is purified by chromatography over SiO2
  8. distillationThe resulting oil is distilled at reduced pressure

출처 및 근거

ORD 기록
ord-2b97fe46743540aaabf64026ea4b5ea1
출처 데이터셋
uspto-grants-1997_10
특허 번호
US05674891

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