Potassium Carbonate → HCID 68871299、化合物

HRID 2112039ノート

反応式

HRID 2112039 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][S:10][C:11]2[CH:20]=[CH:19][CH:18]=[CH:17][C:12]=2[C:13]([O:15][CH3:16])=[O:14])[CH:5]=[CH:6][CH:7]=1.[CH2:21]([N:28]([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[C:29](=[O:32])[CH2:30]Br)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[CH2:21]([N:28]([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[C:29](=[O:32])[CH2:30][O:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][S:10][C:11]2[CH:20]=[CH:19][CH:18]=[CH:17][C:12]=2[C:13]([O:15][CH3:16])=[O:14])[CH:5]=[CH:6][CH:7]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 68872277HCID 68872277、化合物HCID 68873442Methyl 2-([2-(3-hydroxyphenyl)ethyl]thio}benzoate

生成物 1

HCID 68871299HCID 68871299、化合物収率 89.5%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Methyl 2-{[2-(3-hydroxyphenyl)ethyl]thio}benzoate (129 mg, 0.447 mmol), N-benzyl-2-bromo-N-hexylacetamide (154 mg, 0.492 mmol) and potassium carbonate, anhydrous (93 mg, 0.671 mmol) were mixed in acetonitrile (10 ml). The mixture was heated to reflux overnight and then evaporated to dryness. Water and ethyl acetate were added into the residue. The two phases were separated. The organic phase was washed with brine and dried with magnesium sulphate and then evaporated. Chromatography of the residue on a column (ISOLUTE® SI, 2 g/6 ml) using ethyl acetate/heptane (10:90, then 25:75) as eluant gave 208 mg the desired product, yield 89.5%.

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux overnight
  3. customevaporated to dryness
  4. additionWater and ethyl acetate were added into the residue
  5. customThe two phases were separated
  6. washThe organic phase was washed with brine
  7. dry with materialdried with magnesium sulphate
  8. customevaporated

出典と根拠

ORDレコード
ord-9acd7911ef94466eb2786651b1712e0c
出典データセット
uspto-grants-2009_04
特許番号
US07521461B2

反応ノート

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