Water → Benzeneacetic acid, 4-(1-methylethoxy)-

HRID 1852088

반응식

HRID 1852088 반응식
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([O:14]C)=[O:13])=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[OH-].[Na+].O>CO>[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([OH:14])=[O:13])=[CH:7][CH:6]=1)([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 525538Methyl 2-(4-isopropoxyphenyl)acetate

생성물 1

HCID 799528Benzeneacetic acid, 4-(1-methylethoxy)-수율 95.5%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Methyl 2-(4-isopropoxyphenyl)acetate (10 g, 48.0 mmol), and NaOH (5.76 g, 144 mmol) were heated in methanol (50 mL)/Water (50 mL) solution at reflux for 2 h. Most of the MeOH was removed under vacuum and the remaining aqueous solution was acidified with 1 N HCl. The solid that precipitated from the solution was extracted into EtOAc solution. The organic layer was collected, dried over sodium sulfate, and concentrated under vacuum to give 2-(4-isopropoxyphenyl)acetic acid (8.9 g, 95% yield). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.22-7.16 (m, 2H), 6.88-6.83 (m, 2H), 4.53 (spt, J=6.1 Hz, 1H), 3.59 (s, 2H), 1.34 (d, J=6.0 Hz, 6H).

후처리

  1. temperatureat reflux for 2 h
  2. customMost of the MeOH was removed under vacuum
  3. customThe solid that precipitated from the solution
  4. extractionwas extracted into EtOAc solution
  5. customThe organic layer was collected
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-81b10d2244da4c8487a73cc896ebca91
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957203B2

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