Sodium borohydride → 1-tosyl-4,5,6,7-tetrahydro-1H-indazol-4-ol

HRID 62448

反応式

HRID 62448 の反応式
[S:1]([N:11]1[C:19]2[CH2:18][CH2:17][CH2:16][C:15](=[O:20])[C:14]=2[CH:13]=[N:12]1)([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2].[BH4-].[Na+]>CCO.C1COCC1>[S:1]([N:11]1[C:19]2[CH2:18][CH2:17][CH2:16][CH:15]([OH:20])[C:14]=2[CH:13]=[N:12]1)([C:4]1[CH:5]=[CH:6][C:7]([CH3:8])=[CH:9][CH:10]=1)(=[O:3])=[O:2]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 674585881-tosyl-6,7-dihydro-1H-indazol-4(5H)-one

生成物 1

HCID 903041681-tosyl-4,5,6,7-tetrahydro-1H-indazol-4-ol収率 98.2%

試薬・触媒・溶媒 1

HCID 21873804Tetrahydrofuran ethanol溶媒

実験手順

To a solution of 1-tosyl-6,7-dihydro-1H-indazol-4(5H)-one (5 g, 17.22 mmol) in EtOH/THF (30 mL/30 mL)) was added NaBH4 (1.3 g, 34.44 mmol) under ice-bath. The mixture was stirred for 1 h at this temperature and quenched with aqueous NH4Cl solution. Removed the solvent under reduced pressure and extracted with DCM and the combined organic layer was washed with water, brine and dried over anhydrous Na2SO4. The organic layer was concentrated in vacuo and the residue 1-tosyl-4,5,6,7-tetrahydro-1H-indazol-4-ol (4.94 g, yield 98.2%) was used directly to next step. MS-ESI (m/z): 293 (M+1)+ (Acq Method: 10-80AB_2 min; Rt: 1.01 min)

後処理

  1. customquenched with aqueous NH4Cl solution
  2. customRemoved the solvent under reduced pressure
  3. extractionextracted with DCM
  4. washthe combined organic layer was washed with water, brine
  5. dry with materialdried over anhydrous Na2SO4
  6. concentrationThe organic layer was concentrated in vacuo

出典と根拠

ORDレコード
ord-79a1b44a121d45a4a7859a7efd3e18eb
出典データセット
uspto-grants-2016_09
特許番号
US09446130B2

関連ノート

読み込み中…