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

HRID 2356102

반응식

HRID 2356102 반응식
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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 14798Sodium Hydroxide용매HCID 312751,4-Dioxane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d210905a0a054a28b97763d8185b9170
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07754886B2

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