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

HRID 453832
ノート
印刷プレビュー

反応式

HRID 453832 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒
2 回

実験手順

(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.

後処理

  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

出典と根拠

ORDレコード
ord-d83d2cf3d8744bd3b05315bb617bcef5
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08492549B2

反応ノート

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