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Triethylamine → Methanesulfonic acid (S)-3-(2,6-dimethoxy-phenoxy)-2-methanesulfonyloxy-propyl ester

HRID 453832
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HRID 453832 반응식
[CH3:1][O:2][C:3]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[C:4]=1[O:5][CH2:6][C@H:7]([OH:10])[CH2:8][OH:9].[CH2:17](N(CC)CC)C.[CH3:24][S:25](Cl)(=[O:27])=[O:26].[OH:29][S:30]([O-:33])(=O)=O.[Na+]>ClCCl>[CH3:16][O:15][C:11]1[CH:12]=[CH:13][CH:14]=[C:3]([O:2][CH3:1])[C:4]=1[O:5][CH2:6][C@H:7]([O:10][S:30]([CH3:17])(=[O:33])=[O:29])[CH2:8][O:9][S:25]([CH3:24])(=[O:27])=[O:26]
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참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 516919Sodium BisulfateHCID 10799347(R)-3-(2,6-Dimethoxyphenoxy)propane-1,2-diol

생성물 1

HCID 86644725Methanesulfonic acid (S)-3-(2,6-dimethoxy-phenoxy)-2-methanesulfonyloxy-propyl ester

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

실험 절차

(R)-3-(2,6-Dimethoxyphenoxy)propane-1,2-diol (2.26 g, 9.90 mmol) in dichloromethane (20 ml) was cooled to 0° C. and stirred under nitrogen atmosphere. Triethyl amine (2.94 g, 29.00 mmol) was added in 15 min. Methanesulfonic acid chloride (2.61 g, 21.80 mmol) was added, and the mixture was stirred at +25° C. for 3 h. Dichloromethane (20 ml) and 1 M NaHSO4 solution (10 ml) were added and the layers were separated. Organic layer was washed with 1 M NaHSO4 solution (10 ml), water (10 ml) and saturated sodium chloride solution (10 ml), dried (Na2SO4), filtered and evaporated to dryness to give 3.08 g of the title compound.

후처리

  1. stirringthe mixture was stirred at +25° C. for 3 h
  2. customthe layers were separated
  3. washOrganic layer was washed with 1 M NaHSO4 solution (10 ml), water (10 ml) and saturated sodium chloride solution (10 ml)
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated to dryness

출처 및 근거

ORD 기록
ord-d83d2cf3d8744bd3b05315bb617bcef5
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08492549B2

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