Sodium borohydride → Carbamic acid 3-[4-(2-hydroxy-ethoxy)-phenyl]-isoxazol-5-ylmethyl ester

HRID 72318ノート

反応式

HRID 72318 の反応式
[BH4-].[Na+].C([O:5][C:6](=O)[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:19]=[C:18]([CH2:20][O:21][C:22](=[O:24])[NH2:23])[O:17][N:16]=2)=[CH:11][CH:10]=1)C>C1COCC1>[OH:5][CH2:6][CH2:7][O:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[CH:19]=[C:18]([CH2:20][O:21][C:22](=[O:24])[NH2:23])[O:17][N:16]=2)=[CH:13][CH:14]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 66617666HCID 66617666、化合物

生成物 1

HCID 46892997Carbamic acid 3-[4-(2-hydroxy-ethoxy)-phenyl]-isoxazol-5-ylmethyl ester

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

5 equivalents of NaBH4 was added to 200 mg of the compound [4-(5-carbamoyloxymethyl-isoxazol-3-yl)-phenoxy]-acetic acid ethyl ester in Example 47 while stirring in the presence of a 10 ml THF/5 ml water solvent. After stirring for 12 hours, the solvent was distilled off under reduced pressure and 20 ml of 1-N HCl solution was added to the reactants, followed by extraction three times with 20 ml of ethyl acetate. The obtained organic layer was put under reduced pressure to obtain carbamic acid 3-[4-(2-hydroxy-ethoxy)-phenyl]-isoxazol-5-ylmethyl ester as a desired compound.

後処理

  1. distillationthe solvent was distilled off under reduced pressure and 20 ml of 1-N HCl solution
  2. additionwas added to the reactants
  3. extractionfollowed by extraction three times with 20 ml of ethyl acetate

出典と根拠

ORDレコード
ord-2260209b56684bc0859a3ead21aba189
出典データセット
uspto-grants-2014_09
特許番号
US08828992B2

反応ノート

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