3'-Hydroxyphenylacetic acid → Ethyl (3-Hydroxyphenyl)acetate

HRID 73448

반응식

HRID 73448 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.O.[C:13]1(C)C=CC(S(O)(=O)=O)=C[CH:14]=1>C(O)C>[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([O:11][CH2:13][CH3:14])=[O:10])[CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 121223'-Hydroxyphenylacetic acidHCID 521998p-Toluenesulfonic acid monohydrate

생성물 1

HCID 572437Ethyl (3-Hydroxyphenyl)acetate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The stirred solution of 2-(3-Hydroxyphenyl)acetic acid (25 g, 164.3 mmol) and p-Toluenesulfonic acid monohydrate (3.49 g, 18.3 mmol) in abs ethanol (250 ml) was refluxed for 4 hours or until all the starting material is consumed. The reaction mixture was concentrated, diluted with ethyl acetate and washed with 1M HCl. The organic layer was dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hex:ethyl acetate 4:1) to give the title compound.

후처리

  1. customis consumed
  2. concentrationThe reaction mixture was concentrated
  3. additiondiluted with ethyl acetate
  4. washwashed with 1M HCl
  5. dry with materialThe organic layer was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. custompurified by flash chromatography on a silica gel column (hex:ethyl acetate 4:1)

출처 및 근거

ORD 기록
ord-0a8d1957a73145be91ec799a107852c2
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829058B2

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