2-Chloroanisole → 3-Chloro-4-methoxybenzene-1-sulfonyl chloride

HRID 2273964노트

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HRID 2273964 반응식
[Cl:1][S:2]([OH:5])(=O)=[O:3].[Cl:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[O:13][CH3:14]>>[Cl:6][C:7]1[CH:12]=[C:11]([S:2]([Cl:1])(=[O:5])=[O:3])[CH:10]=[CH:9][C:8]=1[O:13][CH3:14]

참가 물질

3

반응물 2

HCID 130112-ChloroanisoleHCID 24638Chlorosulfonic acid

생성물 1

HCID 167674273-Chloro-4-methoxybenzene-1-sulfonyl chloride수율 50%

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온도
55 °C

실험 절차

Under N2 atmosphere, 41.25 mL chlorosulfonic acid was cooled in an ice bath, and under stirring 22.26 mL 2-chloroanisole was added dropwise. The mixture was heated to 55° C.; after 10 min. the heat source was removed and the mixture was stirred overnight at room temperature. The mixture was poured into ice water and extracted twice with DCM. The combined organic layers were dried over MgSO4 and evaporated to dryness. The residue was purified by flash chromatography (PA/EA 9:1) to give 24.94 g (50%) of a beige oil. 1H NMR (400 MHz, CDCl3) δ 4.03 (s, 3H), 7.08 (d, J=8.73 Hz, 1H), 7.94 (dd, J=9.03, 2.41 Hz, 1H), 8.06 (d, J=2.41 Hz, 1H).

후처리

  1. additionwas added dropwise
  2. customafter 10 min. the heat source was removed
  3. additionThe mixture was poured into ice water
  4. extractionextracted twice with DCM
  5. dry with materialThe combined organic layers were dried over MgSO4
  6. customevaporated to dryness
  7. customThe residue was purified by flash chromatography (PA/EA 9:1)

출처 및 근거

ORD 기록
ord-bcf913be638a47cb9a360ae476250ba0
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09126942B2

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