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

HRID 1095106

반응식

HRID 1095106 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 98340144-(2-Hydroxyethoxy)phenol수율 94%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%)

후처리

  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

출처 및 근거

ORD 기록
ord-a4c573d633b54cccb6a1d78c5d7a90c8
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08134001B2

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