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

HRID 9642

反応式

HRID 9642 の反応式
[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]

参加物

6

反応物 3

HCID 15946279Ethyl 3-methyl-5-[4-(trifluoromethyl)phenyl]thiophene-2-carboxylate2 回HCID 23665763Sodium BisulfiteHCID 23668195Sodium Bromate

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8078Cyclohexane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-01fd9acbd4244adfb8428d8144a29522
出典データセット
uspto-grants-2006_08
特許番号
US07091237B2

関連ノート

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