Sodium Hydroxide → 2-(2-methylphenyl)-4-thiazolecarboxylic acid

HRID 1755279ノート

反応式

HRID 1755279 の反応式
C([O:3][C:4]([C:6]1[N:7]=[C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[S:9][CH:10]=1)=[O:5])C.[OH-].[Na+]>C1COCC1.CO.C(Cl)Cl>[C:12]1([CH3:17])[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:8]1[S:9][CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=1

参加物

6

反応物 2

HCID 14798Sodium HydroxideHCID 53403771Ethyl 2-(2-methylphenyl)-1,3-thiazole-4-carboxylate

生成物 1

HCID 156230742-(2-methylphenyl)-4-thiazolecarboxylic acid収率 89.2%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

2-o-Tolyl-thiazole-4-carboxylic acid ethyl ester (550 mg, 2.22 mmol) was dissolved in a mixture of THF (1.0 mL) and MeOH (1.0 mL). To this was added NaOH (20% aqueous, 0.444 mL). The reaction mixture was stirred overnight and was then diluted with CH2Cl2 (30 mL) and washed with 1M NaHSO4 (30 mL). The aqueous layer was extracted with CH2Cl2 (2×30 mL), then the combined organic layers were washed with water (1×30 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give the product (434 mg, 1.98 mmol, 89%) as a white solid.

後処理

  1. washwashed with 1M NaHSO4 (30 mL)
  2. extractionThe aqueous layer was extracted with CH2Cl2 (2×30 mL)
  3. washthe combined organic layers were washed with water (1×30 mL)
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-099503fd0f864c48adc491122df13b66
出典データセット
uspto-grants-2015_10
特許番号
US09169261B2

反応ノート

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