Sodium Iodide → (R)-5-acetoxy-1-iodohexane

반응식

[C:1]([O:4][C@H:5]([CH3:11])[CH2:6][CH2:7][CH2:8][CH2:9]Cl)(=[O:3])[CH3:2].[I-:12].[Na+]>>[C:1]([O:4][C@H:5]([CH3:11])[CH2:6][CH2:7][CH2:8][CH2:9][I:12])(=[O:3])[CH3:2]

참가 물질

반응물 2

HCID 5238Sodium Iodide

HCID 110194345-(R)-Acetoxy-1-chlorohexane

생성물 1

HCID 54009360(R)-5-acetoxy-1-iodohexane수율 96.4%

실험 절차

A solution of 4.80 g (R)-5-acetoxy-1-chlorohexane (26.89 mmol) (prepared in accordance with procedures set forth in U.S. Pat. No. 5,629,423) was added to 5.39 g sodium iodide (36 mmol) in a round bottomed flask fitted with magnetic stirrer bar and a reflux condenser and refluxed for 12 h with stirring. Acetone was removed under reduced pressure. The crude product was partitioned between 60 ml ethyl acetate and 60 ml water layer. The organic layer was washed with 10% sodium thiosulphate solution followed by 20 ml water and then dried over anhydrous magnesium sulfate and concentrated under reduced pressure to yield 7 g (96%) (R)-5-Acetoxy-1-iodohexane.

후처리

customfitted with magnetic stirrer bar and a reflux condenser
temperaturerefluxed for 12 h
customAcetone was removed under reduced pressure
customThe crude product was partitioned between 60 ml ethyl acetate and 60 ml water layer
washThe organic layer was washed with 10% sodium thiosulphate solution
dry with materialdried over anhydrous magnesium sulfate
concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록: ord-b7263f1b9cfd405db9f1e93e925472af
출처 데이터셋: uspto-grants-2002_10
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06469017B1

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