Ethyl 3-methyl-5-[4-(trifluoromethyl)phenyl]thiophene-2-carboxylate → {2-Methyl-5-[4-(trifluoromethyl)phenyl]thien-3-yl}methanol

HRID 9642

반응식

HRID 9642 반응식
[CH3:1][C:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=2)[S:4][C:3]=1[C:17](OCC)=O.Br([O-])(=O)=[O:23].[Na+].S(=O)(O)[O-].[Na+]>C1CCCCC1.O>[CH3:17][C:3]1[S:4][C:5]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=2)=[CH:6][C:2]=1[CH2:1][OH:23]

참가 물질

6

반응물 3

HCID 15946279Ethyl 3-methyl-5-[4-(trifluoromethyl)phenyl]thiophene-2-carboxylate2회HCID 23665763Sodium BisulfiteHCID 23668195Sodium Bromate

생성물 1

HCID 21986536{2-Methyl-5-[4-(trifluoromethyl)phenyl]thien-3-yl}methanol

시약·촉매·용매 2

HCID 962Water용매2회HCID 8078Cyclohexane용매

실험 절차

Ethyl 3-methyl-5-[4-(trifluoromethyl)phenyl]thiophene-2-carboxylate (intermediate 35, 0.100 g) and sodium bromate (0.144 g) were suspended in a mixture of cyclohexane and water (1:1 v/v, 4 ml). To this was added a solution sodium bisulfite (0.99 g) in water (1 ml). The mixture was stirred for 2 hours, quenched with 1M sodium thiosulfate solution, then extracted with ethyl acetate. The organic layer was taken and washed with water, sodium thiosulfate and dried with brine and over MgSO4 and concentrated to give the title compound as a white crystalline solid.

후처리

  1. customquenched with 1M sodium thiosulfate solution
  2. extractionextracted with ethyl acetate
  3. washwashed with water, sodium thiosulfate
  4. dry with materialdried with brine and over MgSO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-01fd9acbd4244adfb8428d8144a29522
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091237B2

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