Pyridine → 1-(1-bromoethyl)-4-(tert-butyl)benzene

HRID 2352520노트

반응식

HRID 2352520 반응식
[C:1]([C:5]1[CH:13]=[CH:12][C:8]([CH:9](O)[CH3:10])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].N1C=CC=CC=1.P(Br)(Br)[Br:21]>C(OCC)C>[C:1]([C:5]1[CH:13]=[CH:12][C:8]([CH:9]([Br:21])[CH3:10])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 24614Phosphorus tribromideHCID 2607311-(4-tert-Butylphenyl)ethanol

생성물 1

HCID 115215711-(1-bromoethyl)-4-(tert-butyl)benzene수율 66.4%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

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온도
-10 °C

실험 절차

To 25 ml of ethyl were added 1.78 g of (+)-4-tert.-butyl-α-methylbenzyl alcohol of 100% e.e. and 1.8 g of dry pyridine. The resulting mixed solution was kept at -25° C. and added dropwise with a solution of 3.1 g of phosphorus tribromide dissolved in 18 ml of ethyl ether (at -15° to -25° C.). After completion of addition, the resulting mixture was stirred at -10° C. for one hour and then allowed to stand at 5° C. for 2 days. Ice water was added thereto. The resulting organic layer was washed successively with a saturated aqueous solution of sodium bicarbonate and with ice water, dried with anhydrous Glauber's salt, and freed of solvent by distillation under reduced pressure to give 1.6 g of 4-tert.-butyl-α-methylbenzyl bromide.

후처리

  1. additionThe resulting mixed solution
  2. customwas kept at -25° C.
  3. additionAfter completion of addition
  4. waitto stand at 5° C. for 2 days
  5. washThe resulting organic layer was washed successively with a saturated aqueous solution of sodium bicarbonate and with ice water
  6. dry with materialdried with anhydrous Glauber's salt
  7. distillationfreed of solvent by distillation under reduced pressure

출처 및 근거

ORD 기록
ord-861897299d504dee85fa48a3095a1007
출처 데이터셋
uspto-grants-1989_10
특허 번호
US04877787

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