Lithium borohydride → 2-(2,3-Dimethylphenoxy)ethanol

HRID 2175227ノート

反応式

HRID 2175227 の反応式
[CH3:1][C:2]1[C:14]([CH3:15])=[CH:13][CH:12]=[CH:11][C:3]=1[O:4][CH2:5][C:6](OCC)=[O:7].[BH4-].[Li+]>C1COCC1>[CH3:1][C:2]1[C:14]([CH3:15])=[CH:13][CH:12]=[CH:11][C:3]=1[O:4][CH2:5][CH2:6][OH:7]

参加物

4

反応物 2

HCID 4148881Lithium borohydrideHCID 17065225Ethyl [(2,3-dimethylphenyl)oxy]acetate

生成物 1

HCID 195937292-(2,3-Dimethylphenoxy)ethanol収率 78.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of ethyl 2-(2,3-dimethylphenoxy)acetate (1.7 g, 8.16 mmol) in THF (50 mL) at 0° C. was added lithium borohydride (2 M in THF, 8.16 mL, 16.33 mmol) dropwise over a period of 10 min. At the conclusion of this period, the reaction mixture was slowly warmed to room temperature where it stirred for 16 h. After this time, the reaction mixture was quenched slowly with saturated NH4Cl, and the organic layer was separated, washed with water and brine, dried over anhydrous MgSO4, filtered, and concentrated in vacuo to afford the title compound (1.06 g, 78% yield). LCMS, [M+H]+=167.0.

後処理

  1. customAfter this time, the reaction mixture was quenched slowly with saturated NH4Cl
  2. customthe organic layer was separated
  3. washwashed with water and brine
  4. dry with materialdried over anhydrous MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-b17a3c56ef8a477eac5d4e1eee6c73a3
出典データセット
uspto-grants-2015_06
特許番号
US09062028B2

反応ノート

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