Ammonium Chloride → (4-(2-Fluorophenyl)-1-methyl-1H-1,2,3-triazol-5-yl)methanol

HRID 402365ノート

反応式

HRID 402365 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[N:10][N:11]([CH3:15])[C:12]=1[CH:13]=[O:14].[BH4-].[Na+].[Cl-].[NH4+]>CO>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[N:10][N:11]([CH3:15])[C:12]=1[CH2:13][OH:14]

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 866647624-(2-Fluorophenyl)-1-methyl-1H-1,2,3-triazole-5-carbaldehyde

生成物 1

HCID 67498210(4-(2-Fluorophenyl)-1-methyl-1H-1,2,3-triazol-5-yl)methanol収率 87%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 4-(2-fluorophenyl)-1-methyl-1H-1,2,3-triazole-5-carbaldehyde (411 mg, 2.0 mmol) in MeOH (42 mL) was added sodiumborohydride (38 mg, 1.00 mmol) under Argon at room temperature and the reaction mixture was allowed to warm up to room temperature over 0.5 h. The mixture was then poured into saturated ammonium chloride solution and extracted with ethyl acetate and the combined organic extracts washed with brine, dried over sodium sulphate, filtered and evaporated. Purification by chromatography (silica, 0 to 100% ethyl acetate in heptane) afforded the title compound (360 mg, 87%) as a white solid. MS: m/e=208.1 [M+H]+.

後処理

  1. extractionextracted with ethyl acetate
  2. washthe combined organic extracts washed with brine
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. customevaporated
  6. customPurification by chromatography (silica, 0 to 100% ethyl acetate in heptane)

出典と根拠

ORDレコード
ord-2ef7107854bd4bacb7c315e16d79adee
出典データセット
uspto-grants-2014_06
特許番号
US08742097B2

反応ノート

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