Thionyl Chloride → 5-Chloro-2-methoxybenzoyl chloride

HRID 76245

反応式

HRID 76245 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 123841765-Chloro-2-methoxybenzoyl chloride

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-7d6c7a2dd55e4ebe90303567f09ff2a2
出典データセット
uspto-grants-2014_09
特許番号
US08835475B2

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