(Dimethyl sulfide)trihydroboron → 2,3-Difluoro-4-(2-hydroxyethyl)phenol

HRID 1689396

反応式

HRID 1689396 の反応式
CSC.B.[F:5][C:6]1[C:11]([F:12])=[C:10]([OH:13])[CH:9]=[CH:8][C:7]=1[CH2:14][C:15](O)=[O:16]>O1CCCC1>[F:12][C:11]1[C:6]([F:5])=[C:7]([CH2:14][CH2:15][OH:16])[CH:8]=[CH:9][C:10]=1[OH:13]

参加物

4

反応物 2

HCID 12423031(Dimethyl sulfide)trihydroboronHCID 299221072-(2,3-Difluoro-4-hydroxyphenyl)acetic acid

生成物 1

HCID 534161452,3-Difluoro-4-(2-hydroxyethyl)phenol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of borane dimethylsulfide complex (2M in THF, 14.4 mL) was added dropwise to a solution of 2-(2,3-difluoro-4-hydroxyphenyl)acetic acid (example 77, step a) (1.08 g) in tetrahydrofuran (25 mL) at 0° C. and the resulting mixture was allowed to warm to RT and stirred overnight. The reaction was quenched with methanol and when bubbling had ceased the solvent evaporated. The residue was purified by silica gel chromatography eluting with 4:1 isohexane:ethyl acetate to ethyl acetate gradient. The fractions containing product were combined and evaporated to give the subtitled compound as white solid. Yield 0.95 g.

後処理

  1. customThe reaction was quenched with methanol and when
  2. custombubbling
  3. customevaporated
  4. customThe residue was purified by silica gel chromatography
  5. washeluting with 4:1 isohexane
  6. additionThe fractions containing product
  7. customevaporated

出典と根拠

ORDレコード
ord-4d3caea8e3284c38a3665431d788b75d
出典データセット
uspto-grants-2012_04
特許番号
US08148373B2

関連ノート

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