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

HRID 1432064노트

반응식

HRID 1432064 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 589629763-Chloro-5-(hydroxymethyl)benzamide수율 40.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-b345ff0a8ab64868bf750c4c9695934b
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612069B2

반응 노트

불러오는 중…