Dimethylformamide → HCID 20064752, 화합물

HRID 359298노트

반응식

HRID 359298 반응식
CN(C)C=O.C(=O)([O-])[O-].[K+].[K+].[Br:12][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH2:15]Br.[CH3:21][C:22]([NH:25][C:26]1[O:27][C:28]([C:35]([OH:37])=[O:36])=[C:29]([C:31]([F:34])([F:33])[F:32])[N:30]=1)([CH3:24])[CH3:23]>O>[CH3:24][C:22]([NH:25][C:26]1[O:27][C:28]([C:35]([O:37][CH2:15][C:14]2[CH:17]=[CH:18][CH:19]=[CH:20][C:13]=2[Br:12])=[O:36])=[C:29]([C:31]([F:32])([F:34])[F:33])[N:30]=1)([CH3:21])[CH3:23]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 769652-Bromobenzyl bromideHCID 15812073HCID 15812073, 화합물

생성물 1

HCID 20064752HCID 20064752, 화합물수율 145.4%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A reaction vessel was charged with 100 ml of dimethylformamide, 6.11 g (50 mmol) of potassium carbonate, and 18 g (72 mmol) of o-bromobenzyl bromide. With this mixture stirred at ambient temperature under a nitrogen atmosphere, there was added 10 g (40 mmol) of 2-[(1,1-dimethylethyl)amino]-4-trifluoromethyl-5-oxazolecarboxylic acid (prepared by Example 26). The reaction mixture was stirred at ambient temperature for 18 hours. Then, the mixture was added to water and extracted three times with ethyl ether. The ether extracts were washed with large amounts of water, then dried over magnesium sulfate, and concentrated under reduced pressure to yield 24.5 g of a gold oil. This oil was subjected to Kugelrohr distillation (65°-70° C. @ 0.4 mm Hg) to yield 9.7 g of a gold oil. The remaining still residue upon standing at ambient temperature for 30 minutes formed a solid material. Trituration of this solid material in hexane at ambient temperature resulted in 11.48 g of a white solid product (m.p.=74°-77° C.) identified in Table I.

후처리

  1. stirringThe reaction mixture was stirred at ambient temperature for 18 hours
  2. extractionextracted three times with ethyl ether
  3. washThe ether extracts were washed with large amounts of water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-b321992e017a4974b8eab21d449202e5
출처 데이터셋
uspto-grants-1991_03
특허 번호
US05000775

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