Water → 2-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-ol

HRID 1358482ノート

反応式

HRID 1358482 の反応式
[CH3:1][C:2]1([CH3:12])[O:6][C@@H:5]([CH2:7][C:8](OC)=[O:9])[CH2:4][O:3]1.[BH4-].[Na+].O>CO>[CH3:1][C:2]1([CH3:12])[O:6][C@@H:5]([CH2:7][CH2:8][OH:9])[CH2:4][O:3]1

参加物

5

反応物 3

HCID 962WaterHCID 2733885Methyl (4S)-(+)-2,2-dimethyl-1,3-dioxolane-4-acetateHCID 4311764Sodium borohydride

生成物 1

HCID 110518052-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-ol収率 96.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To an ice cooled solution of methyl (4S)-2,2-dimethyl-1,3-dioxolane-4-acetate (1.0 g, 5.74 mmol) in methanol (10 ml) was added portionwise NaBH4 (1.3 g, 34.4 mmol). After the addition was completed, the reaction mixture was stirred at room temperature for 3 hours. Water (40 ml) was added, and the resulting mixture was stirred for several minutes and concentrated in vacuo. The residue was extracted with ethyl acetate. The organic layer was washed with brine, dried (magnesium sulfate), and concentrated in vacuo to give 2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol (808.9 mg, 96.4%) as a colorless oil.

後処理

  1. additionAfter the addition
  2. stirringthe resulting mixture was stirred for several minutes
  3. concentrationconcentrated in vacuo
  4. extractionThe residue was extracted with ethyl acetate
  5. washThe organic layer was washed with brine
  6. dry with materialdried (magnesium sulfate)
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-416b3ae2683048d49e2a1253b21eb908
出典データセット
uspto-grants-2003_07
特許番号
US06596738B1

反応ノート

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