Diethyl Ether → HCID 67076299、化合物

HRID 521509ノート

反応式

HRID 521509 の反応式
[OH:1][C:2]([CH3:15])([CH3:14])[CH2:3][C:4]1[CH:5]=[C:6]([CH2:10][C:11](O)=[O:12])[CH:7]=[CH:8][CH:9]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(OCC)C.CC(=O)OCC>C1COCC1.O>[OH:12][CH2:11][CH2:10][C:6]1[CH:5]=[C:4]([CH2:3][C:2]([CH3:15])([OH:1])[CH3:14])[CH:9]=[CH:8][CH:7]=1

参加物

7

反応物 4

HCID 3283Diethyl EtherHCID 8857Ethyl AcetateHCID 21226445Aluminium lithium hydrideHCID 46938719[3-(2-Hydroxy-2-methylpropyl)phenyl]acetic acid

生成物 1

HCID 67076299HCID 67076299、化合物収率 39.8%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

The compound of step 1 (0.132 g, 0.634 mmol) was dissolved in THF (0.5 ml) and added to a refluxing suspension of lithium aluminium hydride (122 mg, 3.1 mmol) in THF (1 ml). The mixture was stirred for 1 h under reflux and cooled to room temperature. Diethyl ether (6 ml) was added, followed by EA (0.4 ml). Subsequently, water was added slowly until the alumina salts formed a thick slurry from which the supernatant could be decanted easily. The slurry was repeatedly washed with EA, the combined extracts were dried with sodium sulfate and evaporated to dryness. The residue was purified by RP HPLC (water/ACN gradient) to yield 49 mg of the title compound.

後処理

  1. temperatureunder reflux
  2. customformed a thick slurry from which the supernatant
  3. customcould be decanted easily
  4. washThe slurry was repeatedly washed with EA
  5. dry with materialthe combined extracts were dried with sodium sulfate
  6. customevaporated to dryness
  7. customThe residue was purified by RP HPLC (water/ACN gradient)

出典と根拠

ORDレコード
ord-352627b448cd4561a5eb4c7932e1f85b
出典データセット
uspto-grants-2016_05
特許番号
US09328071B2

反応ノート

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