Trifluoroacetic acid → HCID 60123707、化合物

HRID 2417247ノート

反応式

HRID 2417247 の反応式
[CH:1]1([C:4](=[O:7])[CH:5]=[CH2:6])[CH2:3][CH2:2]1.C(O[CH2:13][N:14]([CH2:23][Si](C)(C)C)[C@@H:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH3:16])CCC.FC(F)(F)C(O)=O>ClC(Cl)C>[CH:1]1([C:4]([CH:5]2[CH2:6][CH2:13][N:14]([C@@H:15]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH3:16])[CH2:23]2)=[O:7])[CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 5349541-Cyclopropyl-2-propen-1-oneHCID 15701915HCID 15701915、化合物

生成物 1

HCID 60123707HCID 60123707、化合物収率 49.6%

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

実験手順

The product (8.01 g) containing 1-cyclopropyl-2-propen-1-one described in Reference Example 1 and N-(n-butoxymethyl)-N-[1-(R)-phenylethyl]trimethylsilylmethylamine (23.2 g, 79.9 mmol) were dissolved in dry dichloroethane (350 ml), and trifluoroacetic acid (500 μl) was added dropwise thereto. After 12 hours of stirring at room temperature, the reaction solution was washed with saturated sodium bicarbonate aqueous solution (100 ml) and then with saturated brine (100 ml). After drying over anhydrous magnesium sulfate and subsequent filtration, the filtrate was concentrated under a reduced pressure. The thus obtained residue was subjected to a flash silica gel chromatography, and 9.08 g (49.6%) of the title compound was obtained from an eluate of n-hexane:ethyl acetate=2:1 as a colorless oil component. In this case, this product was obtained as a diastereomer mixture of 1:1.

後処理

  1. washthe reaction solution was washed with saturated sodium bicarbonate aqueous solution (100 ml)
  2. dry with materialAfter drying over anhydrous magnesium sulfate and subsequent filtration
  3. concentrationthe filtrate was concentrated under a reduced pressure

出典と根拠

ORDレコード
ord-7d68d503ae144eac908e61abce0acc0c
出典データセット
uspto-grants-2004_11
特許番号
US06825353B2

反応ノート

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