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Hydrochloric Acid → 1-(2-Chlorobenzofuran-5-yl)propan-1-one

HRID 626252
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HRID 626252 반응식
[Cl:1][C:2]1[O:3][C:4]2[CH:10]=[CH:9][C:8]([C:11]3([CH2:16][CH3:17])OCC[O:12]3)=[CH:7][C:5]=2[CH:6]=1.Cl>CO>[Cl:1][C:2]1[O:3][C:4]2[CH:10]=[CH:9][C:8]([C:11](=[O:12])[CH2:16][CH3:17])=[CH:7][C:5]=2[CH:6]=1
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 896572452-Chloro-5-(2-ethyl-1,3-dioxolan-2-yl)benzofuran

생성물 1

HCID 896729131-(2-Chlorobenzofuran-5-yl)propan-1-one수율 68%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirred solution of 2-chloro-5-(2-ethyl-1,3-dioxolan-2-yl)benzofuran (250 mg, 1.0 eq) in 15 mL MeOH was added 3 mL 3N HCl (aq) at rt. The reaction was stirred for 30 min at rt, quenched with sat NaHCO3 (aq), and extracted with EtOAc. The extract was washed with brine, dried, concentrated, and purified by column chromatography to give the desired product (140 mg, 68%). 1H NMR (400 MHz, CDCl3) δ 8.15 (d, J=1.6 Hz, 1H), 7.95 (dd, J=8.4 Hz, 1.6 Hz, 1H), 7.48 (d, J=8.8 Hz, 1H), 6.68 (s, 1H), 3.06 (q, J=6.8 Hz, 2H), 1.25 (t, J=6.8 Hz, 3H).

후처리

  1. customquenched with sat NaHCO3 (aq)
  2. extractionextracted with EtOAc
  3. washThe extract was washed with brine
  4. customdried
  5. concentrationconcentrated
  6. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-7e77164896204c79bb3bccb4fd870967
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09309211B2

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