Acetic Acid → 2-Benzylpropane-1,3-diol

HRID 21556

反応式

HRID 21556 の反応式
[CH2:1]([CH:8]([C:14](OCC)=[O:15])[C:9](OCC)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].[Cl-].[Li+].C(O)(=O)C>C(O)C.C1COCC1>[CH2:1]([CH:8]([CH2:9][OH:10])[CH2:14][OH:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 176Acetic AcidHCID 69090Diethyl 2-benzylpropanedioateHCID 433294Lithium ChlorideHCID 4311764Sodium borohydride

生成物 1

HCID 5202412-Benzylpropane-1,3-diol収率 105.4%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

5 g of diethyl benzylmalonate was dissolved in a mixture of 120 ml of ethanol and 80 ml of THF, and 3.8 g of sodium borohydride and 4.3 g of lithium chloride were added thereto under cooling with ice. The mixture was stirred at room temperature for 2 hours. Then, 5.8 ml of acetic acid was added thereto, and the solvent was distilled off under reduced pressure. Water and ethyl acetate were added to the residue. The ethyl acetate layer was separated, washed with water and with a saturated sodium chloride aqueous solution and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 3.5 g of 2-benzyl-1,3-propanediol as colorless solid.

後処理

  1. additionwere added
  2. temperatureunder cooling with ice
  3. distillationthe solvent was distilled off under reduced pressure
  4. additionWater and ethyl acetate were added to the residue
  5. customThe ethyl acetate layer was separated
  6. washwashed with water and with a saturated sodium chloride aqueous solution
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationThe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-5aa67c9da6f34c85ad1683c7ead164b5
出典データセット
uspto-grants-1995_06
特許番号
US05424309

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