Methanol → Methyl 5-hydroxy-2-methylbenzoate

HRID 899248노트

반응식

HRID 899248 반응식
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].CO.[CH3:14][Si](C=[N+]=[N-])(C)C.C(OCC)C>ClCCl>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([CH:10]=1)[C:7]([O:9][CH3:14])=[O:8]

참가 물질

6

반응물 4

HCID 887MethanolHCID 3283Diethyl EtherHCID 167693TrimethylsilyldiazomethaneHCID 2351885-Hydroxy-2-methylbenzoic acid

생성물 1

HCID 13929055Methyl 5-hydroxy-2-methylbenzoate수율 49%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a stirred solution of 5-hydroxy-2-methylbenzoic acid (WO 9619437, 1.11 g, 6.69 mmol), in dichloromethane (6 mL) and methanol (6 mL) was added a 2.0 M solution of (trimethylsilyl)diazomethane in diethyl ether (7.31 mL, 14.7 mmol) at 0° C. The mixture was stirred at room temperature for 3 days, and the mixture was diluted with dichloromethane (200 mL). The solution washed with water and brine, dried over magnesium sulfate, and evaporated. The residue was purified by column chromatography on silica gel (40 g) eluting with hexane/ethyl acetate (10/1) to afford 545 mg (49%) of the title compound:

후처리

  1. washThe solution washed with water and brine
  2. dry with materialdried over magnesium sulfate
  3. customevaporated
  4. customThe residue was purified by column chromatography on silica gel (40 g)
  5. washeluting with hexane/ethyl acetate (10/1)

출처 및 근거

ORD 기록
ord-4ebdf665f54646c2a496539201e23c85
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07354925B2

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