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

HRID 1785826

反応式

HRID 1785826 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<7with 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-bf503cb461c64ebc88b8beab3808c3c6
出典データセット
uspto-grants-2009_03
特許番号
US07504512B2

関連ノート

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