Hydrochloric Acid → 3-Methyl-1,3-dihydro-2-benzofuran-4-ol

HRID 527575ノート

反応式

HRID 527575 の反応式
Cl.[CH3:2][CH:3]1[C:7]2[C:8]([O:12]COC)=[CH:9][CH:10]=[CH:11][C:6]=2[CH2:5][O:4]1>CO.ClCCl>[CH3:2][CH:3]1[C:7]2[C:8]([OH:12])=[CH:9][CH:10]=[CH:11][C:6]=2[CH2:5][O:4]1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 679600571-Methyl-7-{[(methyloxy)methyl]oxy}-1,3-dihydro-2-benzofuran2 回

生成物 1

HCID 679601973-Methyl-1,3-dihydro-2-benzofuran-4-ol収率 123.2%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
80 °C

実験手順

In a 8 ml vial 1-methyl-7-{[(methyloxy)methyl]oxy}-1,3-dihydro-2-benzofuran (Intermediate 97, 25.2 mg) was dissolved in methanol (1 ml) to give a colourless solution. A solution of HCl (2M/H2O) (0.259 ml, 0.519 mmol) was added. The reaction mixture was shaken at 80° C. After 30 minutes, the reaction mixture was diluted with 10 ml of dichloromethane. The phases were separated through a phase separator cartridge. The organic phase was mixed with the fraction obtained before and evaporated under vacuum to afford a residue which was purified by silica gel chromatography (Biotage SP1 system, 10 g-SNAP Silica column) with Cyclohexane/EtOAc as eluents (from 100/0 to 3/1 in 10 CV; then 3/1 for 5 CV; then from 3/1 to 1:1 in 5 CV; then 1:1 for 5 CV). The collected fractions afforded the title compound (24 mg).

後処理

  1. customto give a colourless solution
  2. customThe phases were separated through a phase separator cartridge
  3. additionThe organic phase was mixed with the fraction
  4. customobtained before and
  5. customevaporated under vacuum
  6. customto afford a residue which
  7. customwas purified by silica gel chromatography (Biotage SP1 system, 10 g-SNAP Silica column) with Cyclohexane/EtOAc as eluents (from 100/0 to 3/1 in 10 CV

出典と根拠

ORDレコード
ord-fc6f6402aec9438aaf39b95ec557de3c
出典データセット
uspto-grants-2016_05
特許番号
US09346790B2

反応ノート

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