Hydrochloric Acid → (2,3-Difluoro-4-methylphenyl)methanol

HRID 750573ノート

反応式

HRID 750573 の反応式
C([Si]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([CH3:16])=[C:12]([F:17])[C:11]=1[F:18])(C)C)(C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O.Cl>C1COCC1>[F:18][C:11]1[C:12]([F:17])=[C:13]([CH3:16])[CH:14]=[CH:15][C:10]=1[CH2:9][OH:8]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 2724141Tetrabutylammonium FluorideHCID 18550272Tert-butyl-(2,3-difluoro-4-methyl-benzyloxy)-dimethyl-silane

生成物 1

HCID 2774146(2,3-Difluoro-4-methylphenyl)methanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of tert-butyl-(2,3-difluoro-4-methyl-benzyloxy)-dimethyl-silane (6.5 g, 24 mmol) in THF (24 mL) was added tetrabutylammonium fluoride (24 mL of a 1M solution in THF, 24 mmol). After stirring at ambient temperature for 1 hour, the mixture was poured into water, acidified with 1M aqueous HCl, extracted 3× with ethyl acetate, and the combined organic layers were dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography (10:1 to 2:1 hexane-ethyl acetate), affording (2,3-Difluoro-4-methyl-phenyl)-methanol as a light yellow oil.

後処理

  1. extractionextracted 3× with ethyl acetate
  2. dry with materialthe combined organic layers were dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by silica gel chromatography (10:1 to 2:1 hexane-ethyl acetate)

出典と根拠

ORDレコード
ord-7056f7698a2d450c85404e2fd4a5bd09
出典データセット
uspto-grants-2008_07
特許番号
US07405218B2

反応ノート

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