tert-Butanol → Tert-butyl hex-5-enoate

HRID 1643404

반응식

HRID 1643404 반응식
[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][CH2:4][CH:5]=[CH2:6].[C:9](O)([CH3:12])([CH3:11])[CH3:10]>C(Cl)Cl.CN(C)C1C=CN=CC=1>[C:1]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])(=[O:7])[CH2:2][CH2:3][CH2:4][CH:5]=[CH2:6]

참가 물질

5

반응물 2

HCID 6386tert-ButanolHCID 153085-Hexenoic Acid

생성물 1

HCID 15047738Tert-butyl hex-5-enoate

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of 5-hexenoic acid (15.2 mL, 0.131 mol) in DCM (375 mL), cooled to 0° C., tert-butanol (176 mL, 1.84 mol) and then 4-dimethylaminopyridine (3.21 g, 26.3 mmol) were added. The mixture was stirred at room temperature for 22 hrs, filtered and concentrated. The residue was redissolved in DCM/n-hexane and concentrated under reduced pressure. The crude oil was purified by flash chromatography (Biotage SP1, EtOAc/n-hexane from 5 to 10%), affording the title product.

후처리

  1. filtrationfiltered
  2. concentrationconcentrated
  3. dissolutionThe residue was redissolved in DCM/n-hexane
  4. concentrationconcentrated under reduced pressure
  5. customThe crude oil was purified by flash chromatography (Biotage SP1, EtOAc/n-hexane from 5 to 10%)

출처 및 근거

ORD 기록
ord-21410723ac3d41d79c7a9d1c12d582a3
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08119806B2

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