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Methanol → (R)-(-)-2-(1-Isobutoxyethoxy)-1-propanol

HRID 2085620
ノート
印刷プレビュー

反応式

HRID 2085620 の反応式
[BH4-].[Na+].[CH2:3]([O:7][CH:8]([O:10][C@H:11]([CH3:19])[C:12](OCC(C)C)=[O:13])[CH3:9])[CH:4]([CH3:6])[CH3:5].CO.O>C1(C)C=CC=CC=1>[CH2:3]([O:7][CH:8]([O:10][C@H:11]([CH3:19])[CH2:12][OH:13])[CH3:9])[CH:4]([CH3:6])[CH3:5]
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 887MethanolHCID 962WaterHCID 4311764Sodium borohydrideHCID 12994193Isobutyl (R)-(+)-2-(1-Isobutoxyethoxy)propionate

生成物 1

HCID 12994194(R)-(-)-2-(1-Isobutoxyethoxy)-1-propanol収率 96%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

2.5 g of sodium borohydride was suspended at room temperature in a solution of 12.3 g of isobutyl (R)-(+)-2-(1-isobutoxyethoxy)propionate dissolved in 50 ml of toluene. Thereto was dropwise added slowly 14.4 g of methanol with stirring, so that the internal temperature of the reaction system could be kept at 34° C. or less. After the completion of the dropwise addition, the resulting mixture was stirred at room temperature for 4.5 hours. After the reaction, the reaction mixture was added 30 ml of water, followed by stirring for a while. The resulting organic layer was separated, washed with a saturated aqueous sodium chloride solution, and dried over anhydrous sodium sulfate. The resulting solution was subjected to vacuum distillation to remove the solvent, whereby was obtained 8.4 g (yield: 96%) of an oily title compound (diastereomixture). This compound was identical with the compound obtained in Example 4.

後処理

  1. customcould be kept at 34° C. or less
  2. additionAfter the completion of the dropwise addition
  3. stirringthe resulting mixture was stirred at room temperature for 4.5 hours
  4. customAfter the reaction
  5. stirringby stirring for a while
  6. customThe resulting organic layer was separated
  7. washwashed with a saturated aqueous sodium chloride solution
  8. dry with materialdried over anhydrous sodium sulfate
  9. distillationThe resulting solution was subjected to vacuum distillation
  10. customto remove the solvent

出典と根拠

ORDレコード
ord-fec31819fa154a7ab2fda13de462ef1c
出典データセット
uspto-grants-2004_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06720463B1

反応ノート

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