Hydrogen Bromide → Isopropyl 6-bromohexanoate

HRID 1380112노트

반응식

HRID 1380112 반응식
[C:1]1(=O)[O:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[BrH:9].S(=O)(=O)(O)O.C(=O)([O-])O.[Na+].[CH3:20][CH:21]([OH:23])[CH3:22]>O>[Br:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:23][CH:21]([CH3:22])[CH3:20])=[O:7]

참가 물질

7

반응물 5

HCID 260Hydrogen BromideHCID 1118Sulfuric AcidHCID 3776IsopropanolHCID 10401epsilon-CAPROLACTONEHCID 516892Sodium Bicarbonate

생성물 1

HCID 549816Isopropyl 6-bromohexanoate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of ε-caprolactone (30 g) in 2-propanol (250 ml) at 0° C. was saturated with hydrogen bromide gas. Sulphuric acid (18M, 5 ml) was then added and the solution was heated under reflux for 16 hours. The reaction mixture was poured into water (200 ml), basified with sodium hydrogen carbonate, and extracted with diethyl ether. The combined extracts were dried (Na2SO4) and the solvent was evaporated off under reduced pressure to give the crude product which was purified by column chromatography (alumina, dichloromethane) to give isopropyl 6-bromohexanoate as a pale-yellow oil.

후처리

  1. customat 0° C.
  2. temperaturethe solution was heated
  3. temperatureunder reflux for 16 hours
  4. extractionextracted with diethyl ether
  5. dry with materialThe combined extracts were dried (Na2SO4)
  6. customthe solvent was evaporated off under reduced pressure
  7. customto give the crude product which
  8. customwas purified by column chromatography (alumina, dichloromethane)

출처 및 근거

ORD 기록
ord-4a92c06efc3040dcae7645598bcd668e
출처 데이터셋
uspto-grants-1986_04
특허 번호
US04579862

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