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Water → HCID 14598978, 화합물

HRID 449848
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HRID 449848 반응식
[CH2:1]([O:4][C:5]1[C:6]([CH2:11]O)=[N:7][CH:8]=[CH:9][CH:10]=1)[CH:2]=[CH2:3].C(N(CC)CC)C.CS([Cl:24])(=O)=O.O>ClCCl>[CH2:1]([O:4][C:5]1[C:6]([CH2:11][Cl:24])=[N:7][CH:8]=[CH:9][CH:10]=1)[CH:2]=[CH2:3]
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참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 14598977(3-Allyloxy-pyridin-2-yl)-methanol

생성물 1

HCID 14598978HCID 14598978, 화합물수율 79%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

(3-Allyloxy-pyridin-2-yl)-methanol (34 g, 205.8 mmol) is dissolved in dichloromethane (340 mL) under nitrogen and triethylamine (34.4 mL, 247 mmol) is added at 22° C. The mixture is warmed to room temperature in a water bath and methanesulfonyl chloride (16.7 mL, 216 mmol) is added keeping the temperature below 30° C. The reaction is allowed to stir overnight at room temperature. Water (500 mL is added and the mixture stirred for 10 min. The organic portion is separated and washed with a solution of saturated NaHCO3 (100 mL). The organic portion is dried over sodium sulfate, filtered, and the solvent evaporated. The resulting residue is dried under vacuum to constant weight to afford the title compound (29 g, 79%). LC-ES/MS m/z: 184.6 [M+H]+.

후처리

  1. customthe temperature below 30° C
  2. stirringthe mixture stirred for 10 min
  3. customThe organic portion is separated
  4. washwashed with a solution of saturated NaHCO3 (100 mL)
  5. dry with materialThe organic portion is dried over sodium sulfate
  6. filtrationfiltered
  7. customthe solvent evaporated
  8. customThe resulting residue is dried under vacuum to constant weight

출처 및 근거

ORD 기록
ord-937ba26880824a27a7c851dd0ef3298d
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08486943B2

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