Hydrochloric Acid → 4-Chloro-3-(trifluoromethyl)benzaldehyde

HRID 1590375

반응식

HRID 1590375 반응식
[Cl:1][C:2]1[CH:8]=[CH:7][C:5](N)=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].Cl.N([O-])=O.[Na+].[C:18]([O-])(=[O:20])C.[Na+].C=NO.Cl.C=NO.S([O-])([O-])=O.[Na+].[Na+].NC1C=CC=CC=1>O>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([CH:18]=[O:20])=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10]

참가 물질

10

반응물 8

HCID 313Hydrochloric Acid2회HCID 6115AnilineHCID 6350NitroneHCID 24437Sodium SulfiteHCID 675744-Chloro-3-(trifluoromethyl)anilineHCID 517045Sodium Acetate3회HCID 20257314Formaldehyde, oxime, hydrochloride (1:1)HCID 23668193Sodium Nitrite

생성물 1

HCID 1186424-Chloro-3-(trifluoromethyl)benzaldehyde수율 8.8%

시약·촉매·용매 1

HCID 962Water용매5회

실험 절차

To a suspension of 4-chloro-3-trifluoromethylaniline (ex Fluorochem) (15.9 g) in water (16 ml) was added concentrated hydrochloric acid (18 ml) Ice (30 g) was added and the mixture cooled to 0° and treated with sodium nitrite (5.6 g) in water (8 ml). After 15 minutes the mixture was made neutral to congo red with sodium acetate (8 g) in water (10 ml). A solution of formaldoxime, prepared from formaldoxime hydrochloride (ex Lancaster) (9.9 g) and sodium acetate (12 g) (ex BDH) in water (57 ml), at 10° was treated with cupric sulphate (2 g) (ex BDH) and sodium sulphite (0.34 g) followed by sodium acetate (55 g) in water (60 ml). The previously prepared mixture (from the aniline) was added dropwise at 10°-15°. After one hour at 15° hydrochloric acid (77 ml) was added and the mixture worked up in the usual manner. Purification by distillation (80°, 0.5 mmHg) gave 4-chloro-3-trifluoromethylbenzaldehyde (1.5 g).

후처리

  1. additionwas added
  2. temperaturethe mixture cooled to 0°
  3. customPurification
  4. distillationby distillation (80°, 0.5 mmHg)

출처 및 근거

ORD 기록
ord-32d3f09eb68347d3a7734a4a7956c177
출처 데이터셋
uspto-grants-1993_04
특허 번호
US05202356

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