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3-Bromo-α-methylenebenzenepropanoic acid → HCID 10881645, 화합물

HRID 422902
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인쇄 미리보기

반응식

HRID 422902 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][CH:13]=1)[CH2:5][C:6](=[CH2:10])[C:7]([OH:9])=[O:8].[C:14]([OH:17])(=[S:16])[CH3:15]>>[C:14]([S:16][CH2:10][CH:6]([CH2:5][C:4]1[CH:11]=[CH:12][CH:13]=[C:2]([Br:1])[CH:3]=1)[C:7]([OH:9])=[O:8])(=[O:17])[CH3:15]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 179568153-Bromo-α-methylenebenzenepropanoic acidHCID 178418634HCID 178418634, 화합물

생성물 1

HCID 10881645HCID 10881645, 화합물수율 95%

반응 조건

온도
50 °C

실험 절차

To a 5 ml pear-shaped flask containing 2-(3-bromobenzyl)acrylic acid (0.44 g, 1.83 mmol) was added thioacetic acid (1 ml, 1.065 g, 13.99 mmol). The mixture was heated at 50° C. for 2.5 hours, after which excess thioacetic acid was removed under reduced pressure. The residue was co-evaporated with toluene twice, then purified via silica gel column chromatography eluting with 0 to 2% MeOH in CH2Cl2, giving 2-(acetylsulfanylmethyl)-3-(3-bromophenyl)propionic acid as a colorless glue, 0.55 g, 95% yield, HPLC purity: 96.9%.

후처리

custom
after which excess thioacetic acid was removed under reduced pressure
  • custompurified via silica gel column chromatography
  • washeluting with 0 to 2% MeOH in CH2Cl2
  • 출처 및 근거

    ORD 기록
    ord-76b92e2a37484caebab2ca4a72008c94
    출처 데이터셋
    uspto-grants-2012_01
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US08101665B2

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