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

HRID 1475662노트

반응식

HRID 1475662 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 −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 concentrated under reduced pressure and the residue obtained was taken up in 200 ml of dichloromethane and then once more evaporated to dryness. This gave 20.1 g (70.5 mmol, 96% of theory) of the title compound as a colourless oil. The product obtained in this manner was used without further purification and without further spectroscopic characterization in subsequent reactions.

후처리

  1. concentrationthe reaction solution was concentrated under reduced pressure
  2. customthe residue obtained
  3. customonce more evaporated to dryness
  4. customThe product obtained in this manner
  5. customwas used without further purification and without further spectroscopic characterization in subsequent reactions

출처 및 근거

ORD 기록
ord-7c8cd73db43449989ae04124b4dc2577
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018258B2

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