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Chloromethyl Methyl Ether → 4-Fluoro-3-(methoxymethoxy)benzyl alcohol

HRID 15061
ノート
印刷プレビュー

反応式

HRID 15061 の反応式
C(N(CC)CC)C.[CH3:8][O:9][CH2:10]Cl.O1CCCC1.[F:17][C:18]1[CH:26]=[CH:25][C:21]([C:22]([OH:24])=O)=[CH:20][C:19]=1[OH:27]>C(OCC)(=O)C>[F:17][C:18]1[CH:26]=[CH:25][C:21]([CH2:22][OH:24])=[CH:20][C:19]=1[O:27][CH2:8][O:9][CH3:10]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 7864Chloromethyl Methyl EtherHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 5936354-Fluoro-3-hydroxybenzoic acid

生成物 1

HCID 230743114-Fluoro-3-(methoxymethoxy)benzyl alcohol収率 94%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

Triethylamine (1.07 mL) and methoxymethyl chloride (2.24 mL) were added to tetrahydrofuran (10 mL) solution of 4-fluoro-3-hydroxybenzoic acid (1.0 g), and stirred at 0° C. for 2 hours. Ethyl acetate was added to the reaction liquid which then was washed with water and saturated brine, dried over anhydrous magnesium sulfate, the solvent therein was concentrated under reduced pressure and the residue was dissolved in tetrahydrofuran (20 mL). Lithiumaluminium hydride (360 mg) was added, stirred at 0° C. for an hour, ethyl acetate was added and the insoluble matter was removed, followed by washing with saturated brine and drying over anhydrous magnesium sulfate. Concentrating the solvent under reduced pressure, the title compound (1.14 g, 94%) was obtained.

後処理

  1. washthen was washed with water and saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationthe solvent therein was concentrated under reduced pressure
  4. dissolutionthe residue was dissolved in tetrahydrofuran (20 mL)
  5. additionLithiumaluminium hydride (360 mg) was added
  6. stirringstirred at 0° C. for an hour
  7. additionethyl acetate was added
  8. customthe insoluble matter was removed
  9. washby washing with saturated brine
  10. dry with materialdrying over anhydrous magnesium sulfate
  11. concentrationConcentrating the solvent under reduced pressure

出典と根拠

ORDレコード
ord-b32e232e6caf496cb7414acd838cedd1
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07732456B2

反応ノート

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