3-(Bromomethyl)benzoic acid → 3-(Acetylthiomethyl)benzoic acid

HRID 926750노트

반응식

HRID 926750 반응식
Br[CH2:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7].[C:12](=[S:15])([O-:14])[CH3:13].[K+]>C(O)C>[C:12]([S:15][CH2:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7])(=[O:14])[CH3:13]

참가 물질

4

반응물 2

HCID 2456503-(Bromomethyl)benzoic acidHCID 23670855Potassium ethanethioate

생성물 1

HCID 860892063-(Acetylthiomethyl)benzoic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Into a 250-mL round bottom flask, was placed a solution of 3-(bromomethyl)benzoic acid (7 g, 32.56 mmol, 1.00 equiv) in ethanol (80 mL), and potassium ethanethioate (9.65 g, 84.65 mmol, 2.60 equiv). The resulting solution was stirred overnight at room temperature. The resulting mixture was concentrated under vacuum. The resulting solution was diluted with 80 mL of water and adjusted to pH 3-4 with 10% hydrochloric acid. The resulting solution was extracted with 3×50 mL of ethyl acetate and the organic layers combined, washed with 1×50 mL of brine, dried over sodium sulfate, and concentrated under vacuum. This resulted in 4.4 g (64%) of 3-(acetylthiomethyl)benzoic acid as a brown solid.

후처리

  1. customInto a 250-mL round bottom flask, was placed
  2. concentrationThe resulting mixture was concentrated under vacuum
  3. additionThe resulting solution was diluted with 80 mL of water
  4. extractionThe resulting solution was extracted with 3×50 mL of ethyl acetate
  5. washwashed with 1×50 mL of brine
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated under vacuum
  8. customThis resulted in 4.4 g (64%) of 3-(acetylthiomethyl)benzoic acid as a brown solid

출처 및 근거

ORD 기록
ord-4310231717084a8d9be0397c4850cc7c
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09289429B2

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