Hydrochloric Acid → 5-Chlorobenzo[b]thiophene-3-methanol

HRID 2085768

反応式

HRID 2085768 の反応式
Br[CH2:2][C:3]1[C:7]2[CH:8]=[C:9]([Cl:12])[CH:10]=[CH:11][C:6]=2[S:5][CH:4]=1.C([O-])(=[O:15])C.[K+].Cl>[OH-].[Na+].O1CCOCC1>[Cl:12][C:9]1[CH:10]=[CH:11][C:6]2[S:5][CH:4]=[C:3]([CH2:2][OH:15])[C:7]=2[CH:8]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 517044Potassium AcetateHCID 27798573-(Bromomethyl)-5-chloro-1-benzothiophene

生成物 1

HCID 27761365-Chlorobenzo[b]thiophene-3-methanol

試薬・触媒・溶媒 2

HCID 14798Sodium Hydroxide溶媒HCID 312751,4-Dioxane溶媒

実験手順

A solution of 3-bromomethyl-5-chlorobenzothiophene (2.5 g, 9.56 mmol) and potassium acetate (1.96 g, 20 mmol) in 1M NaOH (40 mL) and dioxane (40 mL) was heated to reflux for 24 hours, adjusted to pH<7 with 1M HCl, and extracted with ethyl acetate (3×). The combined extracts were washed with brine, concentrated, and purified by flash column chromatography on silica gel with 50% ethyl acetate/hexanes to provide the desired product.

後処理

  1. temperatureto reflux for 24 hours
  2. extractionextracted with ethyl acetate (3×)
  3. washThe combined extracts were washed with brine
  4. concentrationconcentrated
  5. custompurified by flash column chromatography on silica gel with 50% ethyl acetate/hexanes

出典と根拠

ORDレコード
ord-92e00df66e1640feab302bb6da8b03a9
出典データセット
uspto-grants-2004_04
特許番号
US06720338B2

関連ノート

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