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Hydrochloric Acid → 4-{[tert-Butyl(dimethyl)silyl]oxy}-3-fluorocyclohexyl methanesulfonate

HRID 1970987
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반응식

HRID 1970987 반응식
[Si:1]([O:8][CH:9]1[CH2:14][CH2:13][CH:12]([OH:15])[CH2:11][CH:10]1[F:16])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[CH3:17][S:18](Cl)(=[O:20])=[O:19].C(=O)(O)[O-].[Na+].Cl>C(Cl)Cl>[CH3:17][S:18]([O:15][CH:12]1[CH2:13][CH2:14][CH:9]([O:8][Si:1]([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2])[CH:10]([F:16])[CH2:11]1)(=[O:20])=[O:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 595431354-{[Tert-butyl(dimethyl)silyl]oxy}-3-fluorocyclohexanol

생성물 1

HCID 595431564-{[tert-Butyl(dimethyl)silyl]oxy}-3-fluorocyclohexyl methanesulfonate

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

To a stirred solution of 4-{[tert-butyl(dimethyl)silyl]oxy}-3-fluorocyclohexanol (500 mg, 2.01 mmol) and TEA (0.56 mL, 4.03 mmol) in DCM (5 mL) was added MsCl (0.28 mL, 3.6 mmol) at 0° C. The reaction mixture was warmed to room temperature, left to stir for 1 h, treated with sodium bicarbonate solution, and neutralized with 1 N HCl. The mixture was extracted with DCM. The combined organics were dried, and concentrated to afford the title compound.

후처리

  1. waitleft
  2. extractionThe mixture was extracted with DCM
  3. customThe combined organics were dried
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e2145f3596e943008256e96fcebd68c3
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08431569B2

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