Sodium Acetate → HCID 67871790、化合物

HRID 1742600

反応式

HRID 1742600 の反応式
[CH3:1][C:2]([C:5]1[C:10]([O:11]COCCOC)=[C:9](C(C)(C)C)[N:8]=[C:7]([CH2:22][CH:23]([C:25]2[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=2)O)[N:6]=1)([CH3:4])[CH3:3].C([O-])(=O)C.[Na+].CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O>C1(C)C=CC=CC=1>[CH3:4][C:2]([C:5]1[C:10]([OH:11])=[CH:9][N:8]=[C:7]([CH:22]=[CH:23][C:25]2[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=2)[N:6]=1)([CH3:1])[CH3:3]

参加物

5

反応物 3

HCID 517045Sodium AcetateHCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 190071464,6-Bis(1,1-dimethylethyl)-5-[(2-methoxyethoxy)methoxy]-alpha-(3-pyridinyl)-2-pyrimidine-ethanol

生成物 1

HCID 67871790HCID 67871790、化合物収率 60.7%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
190 °C

実験手順

A mixture of 4,6-bis (1,1-dimethylethyl)-5-[(2-methoxyethoxy) methoxy]-α-(3-pyridinyl)-2-pyrimidineethanol (350 mg), sodium acetate (10 g) and acetic arthydride (7 mL) in toluene (100 mL) is heated at reflux for 8 hours. The reaction mixture is cooled and the solvent is evaporated. Dichlorobenzene (30 mL) is added and the reaction mixture is heated at 190° C. for 30 minutes. The reaction mixture is cooled and partitioned between ethyl acetate and water. The aqueous layer is adjusted to pH 4 with 1 N HCl. The organic layer is collected and evaporated. Purification of the residue by flash chromatography (silica, 1:1 ethyl acetate/hexane) followed by recrystallization from hexane gives pure 4,6-bis(1,1-dimethylethyl-2-[[2-(3-pyridinyl)]ethenyl]-5-pyrimidinol (130 mg, 40%); mp 150°-151° C.

後処理

  1. temperatureis heated
  2. temperatureat reflux for 8 hours
  3. temperatureThe reaction mixture is cooled
  4. customthe solvent is evaporated
  5. additionDichlorobenzene (30 mL) is added
  6. temperatureThe reaction mixture is cooled
  7. custompartitioned between ethyl acetate and water
  8. customThe organic layer is collected
  9. customevaporated
  10. customPurification of the residue by flash chromatography (silica, 1:1 ethyl acetate/hexane)
  11. customfollowed by recrystallization from hexane

出典と根拠

ORDレコード
ord-92bbb7cb29394246b54a5fc6d34357c1
出典データセット
uspto-grants-1994_08
特許番号
US05340815

関連ノート

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