Water → HCID 178444363、化合物

HRID 1943557ノート

反応式

HRID 1943557 の反応式
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13](C3C(C(O)=O)=CC=CC=3)=[CH:12][CH:11]=2)=[C:6]([F:25])[C:5]=1[F:26])[CH3:2].[F:27][C:28]1[C:33]([F:34])=[C:32]([CH:35]2[CH2:40][CH2:39][CH:38]([CH2:41][CH2:42][CH3:43])[CH2:37][CH2:36]2)[CH:31]=[CH:30][C:29]=1[OH:44].C1(N=C=N[CH:54]2[CH2:59]CCCC2)CCCCC1.[C:60]1([CH3:66])[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=1.[OH2:67]>CN(C)C1C=CN=CC=1>[CH2:41]([C@H:38]1[CH2:37][CH2:36][C@H:35]([C:32]2[CH:31]=[CH:30][C:29]([O:44][C:66](=[O:67])[C:60]3[C:65]([C:6]4([F:25])[CH:5]([F:26])[C:4]([O:3][CH2:1][CH3:2])=[CH:9][CH:8]=[C:7]4[C:10]4[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=4)=[CH:64][CH:63]=[CH:62][CH:61]=3)=[C:28]([F:27])[C:33]=2[F:34])[CH2:40][CH2:39]1)[CH2:42][CH2:43][CH2:59][CH3:54]

参加物

7

反応物 5

HCID 962WaterHCID 1140Toluene2 回HCID 10868DicyclohexylcarbodiimideHCID 183523772,3-Difluoro-4-(4-propylcyclohexyl)phenolHCID 670823704-Ethoxy-2,3-difluoro-4'-biphenylbenzoic acid

生成物 1

HCID 178444363HCID 178444363、化合物

試薬・触媒・溶媒 1

HCID 142844-(Dimethylamino)pyridine触媒

反応条件

温度
25 °C

実験手順

The compound (44) (1.97 g), 2,3-difluoro-4-(4-propylcyclohexyl)phenol (12) (2.0 g), 1,3-dicyclohexylcarbodiimide (DCC) (1.5 g) and 4-dimethylaminopyridine (DMAP) (0.09 g) were added to toluene (100 ml) under a nitrogen atmosphere, and the mixture was stirred at 25° C. for 20 hours. After the termination of the reaction had been confirmed by GC analysis, toluene (100 ml) and water (100 ml) were added thereto and mixed. The mixture was then allowed to stand until it had separated into two phases of organic and aqueous phases, and extraction into an organic phase was carried out. The organic phase obtained was fractionated, washed with water, and then dried over anhydrous magnesium sulfate. The obtained solution was concentrated under reduced pressure, and the residue was purified with a fractional operation by means of column chromatography using toluene as the eluent and silica gel as the stationary phase powder. The product was further purified by means of recrystallization from a mixed solvent of heptane and THF (heptane:THF=2:1 by volume) and dried, giving 2.65 g of 4-ethoxy-2,3-difluoro-1,1′-biphenylbenzoic acid trans-4-pentylcyclohexyl-2,3-difluorophenyl ester (No. 1843). The yield based on the compound (12) was 69.0%.

後処理

  1. additionwere added
  2. additionmixed
  3. customhad separated into two phases of organic and
  4. extractionaqueous phases, and extraction into an organic phase
  5. customThe organic phase obtained
  6. washwashed with water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationThe obtained solution was concentrated under reduced pressure
  9. customthe residue was purified with a fractional operation by means of column chromatography
  10. customThe product was further purified by means of recrystallization from a mixed solvent of heptane and THF (heptane:THF=2:1 by volume)
  11. customdried

出典と根拠

ORDレコード
ord-4418c337bd4e47969c493bde958f4161
出典データセット
uspto-grants-2013_03
特許番号
US08394294B2

反応ノート

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