Dimethylformamide → (2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl chloride

HRID 1476083노트

반응식

HRID 1476083 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([C@@H:12]([CH3:17])[C:13]([F:16])([F:15])[F:14])[C:9](O)=[O:10])=[CH:4][CH:3]=1.CN(C=O)C.C(Cl)(=O)C([Cl:26])=O>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([C@@H:12]([CH3:17])[C:13]([F:16])([F:15])[F:14])[C:9]([Cl:26])=[O:10])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 58288396(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoic acid

생성물 1

HCID 58288266(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl chloride

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

19.5 g (73.13 mmol) of (2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoic acid were dissolved in 860 ml of dichloromethane, and 0.5 ml of DMF was added. At from −5° C. to −10° C. (ice/acetone cooling bath), 73 ml (146.26 mmol) of a 2 M solution of oxalyl chloride in dichloromethane were then slowly added dropwise, and the mixture was stirred at this temperature for 1 h. After the reaction had gone to completion, the reaction solution was evaporated under reduced pressure and the residue obtained was taken up in 200 ml dichloromethane and then once more concentrated to dryness. This gave 20.1 g (70.5 mmol, 96% of theory) of the title compound as a colourless oil. Without further purification and without further spectroscopic characterization, the product obtained in this manner was used for subsequent reactions.

후처리

  1. customthe reaction solution was evaporated under reduced pressure
  2. customthe residue obtained
  3. concentrationonce more concentrated to dryness
  4. customWithout further purification
  5. customwithout further spectroscopic characterization, the product obtained in this manner

출처 및 근거

ORD 기록
ord-f9d0745460764f8b88ad4e7cecd0e737
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018414B2

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