2,6-Dichloro-4-methylbenzamide → 2,6-Dichloro-4-methylbenzoic acid

HRID 280647노트

반응식

HRID 280647 반응식
[Cl:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([Cl:12])[C:3]=1[C:4](N)=[O:5].N([O-])=[O:14].[Na+]>C(O)(=O)C.O>[Cl:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([Cl:12])[C:3]=1[C:4]([OH:14])=[O:5]

참가 물질

5

반응물 2

HCID 136496812,6-Dichloro-4-methylbenzamideHCID 23668193Sodium Nitrite

생성물 1

HCID 136496822,6-Dichloro-4-methylbenzoic acid수율 83%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

반응 조건

온도
5 °C

실험 절차

A stirred 0° C. solution of 2,6-dichloro-4-methylbenzamide (8.6 g, 42. mmol) in 2:1 (v/v) acetic acid-concentrated hydrochloric acid (165 ml) was treated dropwise with a solution of sodium nitrite (19.0 g, 275 mmol) in water (42 ml). The mixture was stirred 30 minutes at 5° C., slowly warmed to 85° C., and kept 1 hour. The mixture was cooled, concentrated under vacuum, and treated with cold water (50 ml). The product was filtered, washed twice with cold water, and dried 16 hours at 50° C. over phosphorus pentoxide under vacuum to provide 7.15 g (83%) of 2,6-dichloro-4-methylbenzoic acid, m.p. 139°-145° C.

후처리

  1. temperatureslowly warmed to 85° C.
  2. waitkept 1 hour
  3. temperatureThe mixture was cooled
  4. concentrationconcentrated under vacuum
  5. additiontreated with cold water (50 ml)
  6. filtrationThe product was filtered
  7. washwashed twice with cold water
  8. dry with materialdried 16 hours at 50° C. over phosphorus pentoxide under vacuum

출처 및 근거

ORD 기록
ord-5de876d13bf949b6ac098e6c9861422b
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04590201

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