Hydrochloric Acid → 5-(3-Hydroxy-benzylcarbamoyl)-3-trifluoromethyl-thiophene-2-carboxylic acid

HRID 1952582노트

반응식

HRID 1952582 반응식
C[O:2][C:3]([C:5]1[S:6][C:7]([C:14](=[O:31])[NH:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([O:23][Si](C(C)(C)C)(C)C)[CH:18]=2)=[CH:8][C:9]=1[C:10]([F:13])([F:12])[F:11])=[O:4].O.[OH-].[Li+].C1COCC1.Cl>O>[OH:23][C:19]1[CH:18]=[C:17]([CH:22]=[CH:21][CH:20]=1)[CH2:16][NH:15][C:14]([C:7]1[S:6][C:5]([C:3]([OH:4])=[O:2])=[C:9]([C:10]([F:13])([F:11])[F:12])[CH:8]=1)=[O:31]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 682271015-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylcarbamoyl]-3-trifluoromethyl-thiophene-2-carboxylic acid methyl ester

생성물 1

HCID 682267205-(3-Hydroxy-benzylcarbamoyl)-3-trifluoromethyl-thiophene-2-carboxylic acid

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 5-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylcarbamoyl]-3-trifluoromethyl-thiophene-2-carboxylic acid methyl ester (210 mg, 0.44 mmol), lithium hydroxide monohydrate (370, mg, 8.87 mmol), THF (4 mL) and water (4 mL) was stirred over weekend, acidified with 1N HCl and extracted with EtOAc (×3). The organic extracts were combined, washed with brine, dried over sodium sulfate, filtered and evaporated to give the title compound, 120 mg (79%). MS m/e 346.0 (M+H+).

후처리

  1. extractionextracted with EtOAc (×3)
  2. washwashed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated

출처 및 근거

ORD 기록
ord-0287ae6aaf7e40c6a09448735fe11e9a
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08404859B2

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