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

HRID 1755279노트

반응식

HRID 1755279 반응식
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

참가 물질

6

반응물 2

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

생성물 1

HCID 156230742-(2-methylphenyl)-4-thiazolecarboxylic acid수율 89.2%

시약·촉매·용매 3

HCID 887Methanol용매HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-099503fd0f864c48adc491122df13b66
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09169261B2

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