Sodium Bicarbonate → 2-(4-Benzyl-morpholin-2-yl)-1,3-bis-(2-methoxy-phenyl)-propan-2-ol

HRID 30331ノート

反応式

HRID 30331 の反応式
C(O[C:4]([CH:6]1[O:11][CH2:10][CH2:9][N:8]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:7]1)=[O:5])C.[CH3:19][O:20][C:21]1[CH:29]=[CH:28][CH:27]=[CH:26][C:22]=1[CH2:23][Mg]Cl.[C:30](=[O:33])(O)[O-].[Na+]>O1CCCC1>[CH2:12]([N:8]1[CH2:9][CH2:10][O:11][CH:6]([C:4]([OH:5])([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[O:33][CH3:30])[CH2:23][C:22]2[CH:26]=[CH:27][CH:28]=[CH:29][C:21]=2[O:20][CH3:19])[CH2:7]1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 15651196Ethyl 4-benzylmorpholine-2-carboxylateHCID 178489472HCID 178489472、化合物

生成物 1

HCID 588548932-(4-Benzyl-morpholin-2-yl)-1,3-bis-(2-methoxy-phenyl)-propan-2-ol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Add a solution of 4-benzyl-morpholine-2-carboxylic acid ethyl ester (1.12 g, 4.49 mmol) in tetrahydrofuran (5 mL) to a stirred solution of 2-methoxybenzylmagnesium chloride (54 mL, 0.25M solution in tetrahydrofuran, commercially available from Rieke Metals) at −10° C. under nitrogen atmosphere. After 1 hour, add a saturated aqueous solution of sodium bicarbonate and extract with diethyl ether. Combine the organic layers and extract with brine, dry over magnesium sulfate, filter, and concentrate under reduced pressure to give a residue to be taken forward without further purification. MW 447.58; C28H33NO4; LCMS (12 minute method):m/z)=448.2 [M+H]+) RT 4.8 min.

後処理

  1. customat −10° C.
  2. extractionextract with diethyl ether
  3. extractionextract with brine
  4. dry with materialdry over magnesium sulfate
  5. filtrationfilter
  6. concentrationconcentrate under reduced pressure
  7. customto give a residue
  8. customto be taken forward without further purification
  9. customLCMS (12 minute method)
  10. customRT 4.8 min.

出典と根拠

ORDレコード
ord-8ef79c5512454b1b9d18808a10568d53
出典データセット
uspto-grants-2008_09
特許番号
US07423037B2

反応ノート

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