(4-Hydroxyphenoxy)acetic acid → 4-(2-Hydroxyethoxy)phenol

HRID 1095106

反応式

HRID 1095106 の反応式
[OH:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][C:8](O)=[O:9])=[CH:4][CH:3]=1.O1CCCC1.B>O1CCCC1>[OH:9][CH2:8][CH2:7][O:6][C:5]1[CH:11]=[CH:12][C:2]([OH:1])=[CH:3][CH:4]=1

参加物

4

反応物 2

HCID 15881(4-Hydroxyphenoxy)acetic acidHCID 2723981Borane;tetrahydrofuran

生成物 1

HCID 98340144-(2-Hydroxyethoxy)phenol収率 94%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 4-hydroxyphenoxyacetic acid (4.9 g, 29 mmol) (Aldrich) in anhydrous tetrahydrofuran (30 mL) at 0° C. was added borane tetrahydrofuran (1 M, 90 mL, 90 mmol) dropwise. The reaction mixture was then stirred at room temperature for 2 h. The mixture was concentrated and residue was partitioned between ethyl acetate and water. Organic layer was separated, washed with brine, dried over MgSO4, and concentrated to give title compound as a yellow oil (4.2 g, 94%)

後処理

  1. concentrationThe mixture was concentrated
  2. customresidue was partitioned between ethyl acetate and water
  3. customOrganic layer was separated
  4. washwashed with brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-a4c573d633b54cccb6a1d78c5d7a90c8
出典データセット
uspto-grants-2012_03
特許番号
US08134001B2

関連ノート

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