Tetrahydrofuran → 3,3,4-Trimethylpentan-1-ol

HRID 586141ノート

反応式

HRID 586141 の反応式
[CH3:1][C:2]([CH3:8])([CH:5]([CH3:7])[CH3:6])[CH:3]=[CH2:4].C1C[O:12]CC1>>[CH3:1][C:2]([CH3:8])([CH:5]([CH3:7])[CH3:6])[CH2:3][CH2:4][OH:12]

参加物

3

反応物 2

HCID 8028Tetrahydrofuran2 回HCID 5217093,3,4-Trimethylpent-1-ene

生成物 1

HCID 124253343,3,4-Trimethylpentan-1-ol

実験手順

3,3,4-Trimethylpentene (1 equiv) is dissolved in dry THF under Ar. The reaction mixture is cooled to −78° C. at which time a 1 M solution of borane/dimethylsulfide complex in THF (0.4 equiv) is added dropwise. The cold bath is removed and the reaction mixture is allowed to warm to ambient temperature. The reaction mixture is carefully diluted with a solution of sodium acetate in aqueous hydrogen peroxide (large exess). The reaction mixture is stirred at ambient temperature and then diluted with diethyl ether and the layers are separated. The organic layer is dried over Na2SO4, decanted and concentrated. The crude material is purified by fractional distillation to yield 3,3,4-trimethylpentanol.

後処理

  1. additionis added dropwise
  2. customThe cold bath is removed
  3. additionThe reaction mixture is carefully diluted with a solution of sodium acetate in aqueous hydrogen peroxide (large exess)
  4. additiondiluted with diethyl ether
  5. customthe layers are separated
  6. dry with materialThe organic layer is dried over Na2SO4
  7. customdecanted
  8. concentrationconcentrated
  9. distillationThe crude material is purified by fractional distillation

出典と根拠

ORDレコード
ord-415ce4a83c8f4e548a44f745b8c0d24d
出典データセット
uspto-grants-2005_08
特許番号
US06936606B2

反応ノート

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