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Dimethylformamide → Methyl (2S)-2-hydroxy-3-methoxy-3,3-diphenylpropanoate

HRID 433935
ノート
印刷プレビュー

反応式

HRID 433935 の反応式
[OH:1][C@@H:2]([C:6]([O:19][CH3:20])([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3]([OH:5])=[O:4].C[O-].[Na+].[CH3:24]N(C=O)C.COS(OC)(=O)=O>O>[OH:1][C@@H:2]([C:6]([O:19][CH3:20])([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:3]([O:5][CH3:24])=[O:4]
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 6228DimethylformamideHCID 6497Dimethyl SulfateHCID 10942334Sodium MethoxideHCID 15380898(S)-2-Hydroxy-3-methoxy-3,3-diphenylpropionic Acid

生成物 1

HCID 10636938Methyl (2S)-2-hydroxy-3-methoxy-3,3-diphenylpropanoate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

54.4 g (200 mmol) of (S)-2-hydroxy-3-methoxy-3,3-diphenylpropionic acid were introduced with 10.8 g (200 mmol) of sodium methoxide into 300 ml of DMF. 21 ml (210 mmol) of dimethylsulfate were added dropwise to this suspension over 15 minutes, during which the temperature rises to 50° C. and the suspension becomes mobile. The mixture was stirred overnight and then added to 1.5 l of water and ice. The aqueous phase was extracted twice with 500 ml of ether, and the ether phase was in turn washed with 200 ml of water twice. The organic phase was dried over magnesium sulfate, the desiccant was filtered off, and the solvent was distilled off. 55.8 g of an oil were isolated and were immediately processed further.

後処理

  1. customrises to 50° C.
  2. extractionThe aqueous phase was extracted twice with 500 ml of ether
  3. washwashed with 200 ml of water twice
  4. dry with materialThe organic phase was dried over magnesium sulfate
  5. filtrationthe desiccant was filtered off
  6. distillationthe solvent was distilled off

出典と根拠

ORDレコード
ord-92f79e17777b490fa5f4ccb530e86fb3
出典データセット
uspto-grants-2003_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06670367B1

反応ノート

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