Iodoethane → 8-Ethoxy-1,4-dioxaspiro[4.5]decane

HRID 511393노트

반응식

HRID 511393 반응식
[H-].[Na+].[O:3]1[C:7]2([CH2:12][CH2:11][CH:10]([OH:13])[CH2:9][CH2:8]2)[O:6][CH2:5][CH2:4]1.[CH2:14](I)[CH3:15]>C1COCC1>[CH2:14]([O:13][CH:10]1[CH2:11][CH2:12][C:7]2([O:6][CH2:5][CH2:4][O:3]2)[CH2:8][CH2:9]1)[CH3:15]

참가 물질

5

반응물 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 5673521,4-Dioxaspiro(4.5)decan-8-ol

생성물 1

HCID 5673588-Ethoxy-1,4-dioxaspiro[4.5]decane수율 55.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Sodium hydride (506 mg, 12.65 mmol) was added to a solution of 1,4-Dioxa-spiro[4.5]decan-8-ol (2 gm, 12.65 mmol) in dry THF (20 mL) at 0° C. After 15 minutes, ethyl iodide (2 gm, 12.65 mmol) was added and the mixture was allowed to stir at RT overnight. After removing the THF under reduced pressure, the mixture was poured into ice cold water and extracted into ethyl acetate. The crude product was purified by flash column chromatography (EtOAc:Hexane 5:95) to isolate the title compound (1.3 gm, 55%). 1H NMR (CDCl3, 500 MHz): δ 1.2 (t, 3H, J=7), 1.45-1.92 (m, 8H), 3.4 (m, 1H), 3.45 (m, 2H), 3.98 (m, 4H).

후처리

  1. customAfter removing the THF under reduced pressure
  2. additionthe mixture was poured into ice cold water
  3. extractionextracted into ethyl acetate
  4. customThe crude product was purified by flash column chromatography (EtOAc:Hexane 5:95)

출처 및 근거

ORD 기록
ord-2df7781d5a694dc9a9419684deeef762
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096624B2

반응 노트

불러오는 중…