Methanol → Methyl 5-hydroxy-2-methylbenzoate

HRID 899248ノート

反応式

HRID 899248 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 13929055Methyl 5-hydroxy-2-methylbenzoate収率 49%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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:

後処理

  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)

出典と根拠

ORDレコード
ord-4ebdf665f54646c2a496539201e23c85
出典データセット
uspto-grants-2008_04
特許番号
US07354925B2

反応ノート

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