Water → 1,3-Benzenediol, 4-[1-(2-propenyl)-7-(trifluoromethyl)-1H-indazol-3-yl]-

HRID 1988496ノート

反応式

HRID 1988496 の反応式
[CH2:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[C:13]([F:16])([F:15])[F:14])[C:6]([C:17]2[CH:22]=[CH:21][C:20]([O:23]C)=[CH:19][C:18]=2[O:25]C)=[N:5]1)[CH:2]=[CH2:3].C1CCCCC=1.B(Br)(Br)Br.O>C(Cl)Cl>[CH2:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[C:13]([F:16])([F:15])[F:14])[C:6]([C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][C:18]=2[OH:25])=[N:5]1)[CH:2]=[CH2:3]

参加物

6

反応物 4

HCID 962WaterHCID 8079CyclohexeneHCID 25134Boron tribromideHCID 116605201-allyl-3-(2,4-dimethoxyphenyl)-7-(trifluoromethyl)-1H-indazole

生成物 1

HCID 1354619821,3-Benzenediol, 4-[1-(2-propenyl)-7-(trifluoromethyl)-1H-indazol-3-yl]-

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1-allyl-3-(2,4-dimethoxyphenyl)-7-(trifluoromethyl)-1H-indazole (0.065 g, 0.18 mmol) in CH2Cl2 containing 1.0 mL of cyclohexene at −78° C. was treated with boron tribromide (0.136 mL, 1.4 mmol) and slowly allowed to warm to ambient temperature. The reaction was quenched by dropwise edition of CH3OH to the cooled reaction. The solvent was removed in vacuo and the residue partitioned with EtOAc and 1 N HCl. The organic phase was washed with brine and dried (Na2SO4). Removal of the solvent in vacuo afforded the crude product. Pure product was obtained by crystallization or flash chromatography through water deactivated silica gel. A sample of 0.066 g was obtained as a white solid.

後処理

  1. customThe reaction was quenched by dropwise edition of CH3OH to the cooled reaction
  2. customThe solvent was removed in vacuo
  3. customthe residue partitioned with EtOAc and 1 N HCl
  4. washThe organic phase was washed with brine
  5. dry with materialdried (Na2SO4)
  6. customRemoval of the solvent in vacuo
  7. customafforded the crude product
  8. customA sample of 0.066 g was obtained as a white solid

出典と根拠

ORDレコード
ord-f51e824775f74cff8a7509cfd836413f
出典データセット
uspto-grants-2009_06
特許番号
US07555415B2

反応ノート

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