Sodium sulfate decahydrate → 3-Chloro-5-(hydroxymethyl)benzamide

HRID 1432064ノート

反応式

HRID 1432064 の反応式
[C:1]([C:4]1[CH:5]=[C:6]([CH:11]=[C:12]([Cl:14])[CH:13]=1)[C:7](OC)=[O:8])(=[O:3])[NH2:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[Cl:14][C:12]1[CH:13]=[C:4]([CH:5]=[C:6]([CH2:7][OH:8])[CH:11]=1)[C:1]([NH2:2])=[O:3]

参加物

5

反応物 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 58963003Methyl 3-carbamoyl-5-chlorobenzoate

生成物 1

HCID 589629763-Chloro-5-(hydroxymethyl)benzamide収率 40.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Step N4. To above methyl 3-carbamoyl-5-chlorobenzoate (˜9.3 mmol) in dry THF (100 mL) was added lithium aluminum hydride (1 g, 26.3 mmol) in portions. The mixture was stirred for 4 hours, then treated with sodium sulfate decahydrate (8.5 g, 26.3 mmol) for 30 min. The solid was filtered off and washed with THF for three times. The solvent was removed under vacuum and resulting residue was purified by column with DCM, then MeOH/DCM (5/95) to give 3-chloro-5-(hydroxymethyl)benzamide (13, 0.7 g, 40%).

後処理

  1. filtrationThe solid was filtered off
  2. washwashed with THF for three times
  3. customThe solvent was removed under vacuum
  4. customresulting residue
  5. customwas purified by column with DCM

出典と根拠

ORDレコード
ord-b345ff0a8ab64868bf750c4c9695934b
出典データセット
uspto-grants-2009_11
特許番号
US07612069B2

反応ノート

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