1-Iodopropane → 2-Hydroxy-6-methyl-4-propoxy-benzoic acid methyl ester

HRID 644003노트

반응식

HRID 644003 반응식
I[CH2:2][CH2:3][CH3:4].[C:5]([O:16][CH3:17])(=[O:15])[C:6]1[C:7](=[CH:9][C:10](=[CH:12][C:13]=1[CH3:14])[OH:11])[OH:8].C(=O)(O)[O-].[Na+]>CN(C=O)C>[CH3:17][O:16][C:5](=[O:15])[C:6]1[C:13]([CH3:14])=[CH:12][C:10]([O:11][CH2:2][CH2:3][CH3:4])=[CH:9][C:7]=1[OH:8]

참가 물질

5

반응물 3

HCID 336431-IodopropaneHCID 76658Methyl OrsellinateHCID 516892Sodium Bicarbonate

생성물 1

HCID 685799482-Hydroxy-6-methyl-4-propoxy-benzoic acid methyl ester

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

A mixture of 1-iodopropane (1.87 g, 10.98 mmol), methyl orsellinate (2.0 g, 10.98 mmol), and sodium bicarbonate (1.84 g, 21.96 mmol) in DMF is stirred at 60° C. overnight. The mixture is cooled and partitioned between EtOAc and water. The EtOAc layer is washed with brine, dried over magnesium sulfate, and concentrated to give the crude product. Purification by silica gel chromatography using 2% EtOAc in hexane as the eluent gives 2-hydroxy-6-methyl-4-propoxy-benzoic acid methyl ester.

후처리

  1. temperatureThe mixture is cooled
  2. custompartitioned between EtOAc and water
  3. washThe EtOAc layer is washed with brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated
  6. customto give the crude product
  7. customPurification by silica gel chromatography

출처 및 근거

ORD 기록
ord-bd6f25c7275b4ab49fe7c441a64fcaa5
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700637B2

반응 노트

불러오는 중…