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

HRID 1952582ノート

反応式

HRID 1952582 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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+).

後処理

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

出典と根拠

ORDレコード
ord-0287ae6aaf7e40c6a09448735fe11e9a
出典データセット
uspto-grants-2013_03
特許番号
US08404859B2

反応ノート

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