Thionyl Chloride → 5-Chloro-2-methoxybenzoyl chloride

HRID 76245

반응식

HRID 76245 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7](O)=[O:8].O=S(Cl)[Cl:15]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7]([Cl:15])=[O:8]

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 769705-Chloro-o-anisic acid

생성물 1

HCID 123841765-Chloro-2-methoxybenzoyl chloride

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

5-Chloro-2-methoxybenzoic acid (11.3 g, 60.56 mmol) and SOCl2 (9 mL, 123.7 mmol) in toluene (20 mL) were heated gently while vigorous gas evolution occurred. After gas evolution had subsided, the reaction was heated to reflux for 1.5 h, cooled and stirred overnight at room temperature. The volatiles were evaporated in vacuo and the remaining material was treated with toluene and evaporated (2×) to remove excess SOCl2 to provide a white solid that was taken directly on to the next step without purification. 1H NMR (300 MHz, CDCl3) δ 3.92 (s, 3H), 6.95 (d, 1H), 7.53 (dd, 1H), 8.03 (d, 1H).

후처리

  1. temperaturethe reaction was heated
  2. temperatureto reflux for 1.5 h
  3. temperaturecooled
  4. customThe volatiles were evaporated in vacuo
  5. additionthe remaining material was treated with toluene
  6. customevaporated (2×)
  7. customto remove excess SOCl2
  8. customto provide a white solid that
  9. customwas taken directly on to the next step without purification

출처 및 근거

ORD 기록
ord-7d6c7a2dd55e4ebe90303567f09ff2a2
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835475B2

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