4-Tert-Butylaniline → 1-(1,1-Dimethylethyl)-4-fluorobenzene

HRID 742338

반응식

HRID 742338 반응식
[C:1]([C:5]1[CH:11]=[CH:10][C:8](N)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].N([O-])=O.[Na+].[F:16][B-](F)(F)F.[Na+]>Cl>[C:1]([C:5]1[CH:11]=[CH:10][C:8]([F:16])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 698614-Tert-ButylanilineHCID 4343483Sodium TetrafluoroborateHCID 23668193Sodium Nitrite

생성물 1

HCID 1365401-(1,1-Dimethylethyl)-4-fluorobenzene

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

반응 조건

온도
140 °C

실험 절차

4-t-Butylaniline (14.9 g, 100 mmol) was suspended in aqueous hydrochloric acid (50 ml, 6M) at 5° C. Sodium nitrite (7.6 g, 110 mmol in 10 ml water) was added at such a rate that the temperature was kept between 5°-7° C. Following the addition the resulting solution was stirred for 15 min. and sodium tetrafluoroborate (15.4 g, 140 mmol in 30 ml water) was added at 5-8° C. The mixture was stirred for 15 min. 4-t-Butylbenzenediazonium tetrafluoroborate was filtered off, dried with suction and washed with diethyl ether to yield 20.96 g. This diazonium salt was decomposed by heating to 140° C. on an oil-bath. The product was distilled off at reduced pressure. Yield 11.15 g colorless oil.

후처리

  1. customwas kept between 5°-7° C
  2. additionthe addition the resulting solution
  3. stirringThe mixture was stirred for 15 min
  4. filtration4-t-Butylbenzenediazonium tetrafluoroborate was filtered off
  5. customdried with suction
  6. washwashed with diethyl ether
  7. customto yield 20.96 g
  8. distillationThe product was distilled off at reduced pressure

출처 및 근거

ORD 기록
ord-d1c0b2c0384349c0805f17981b4e6592
출처 데이터셋
uspto-grants-1996_09
특허 번호
US05554630

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