Morpholine → 2-(2-Benzylamino-1-hydroxyethyl)-2-methyl-1,3-dioxolane

HRID 1029662

反応式

HRID 1029662 の反応式
C(OC([N:7]([CH2:15][CH:16]([C:18]1([CH3:23])[O:22][CH2:21][CH2:20][O:19]1)[OH:17])[CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=O)C=C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N1CCOCC1>O1CCCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH2:8]([NH:7][CH2:15][CH:16]([C:18]1([CH3:23])[O:19][CH2:20][CH2:21][O:22]1)[OH:17])[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

参加物

6

反応物 3

HCID 8083MorpholineHCID 11776TriphenylphosphineHCID 151172992-[2-(N-allyloxycarbonyl-N-benzylamino)-1-hydroxyethyl]-2-methyl-1,3-dioxolane

生成物 1

HCID 151173002-(2-Benzylamino-1-hydroxyethyl)-2-methyl-1,3-dioxolane収率 72.2%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 8028Tetrahydrofuran溶媒

実験手順

Tetrakis(triphenylphosphine)palladium(0) (2 g) was added to a mixture of 2-[2-(N-allyloxycarbonyl-N-benzylamino)-1-hydroxyethyl]-2-methyl-1,3-dioxolane (10.5 g), triphenylphosphine (0.86 g), and morpholine (3 ml) in tetrahydrofuran (100 ml) at ambient temperature in a stream of nitrogen. The mixture was stirred at the same condition for 2 hours and concentrated under reduced pressure to give a residue. The residue was subjected to a column chromatography on silica gel (150 g) and eluted with a mixture of methanol and chloroform (2:98, and then 5:95, V/V) to give 2-(2-benzylamino-1-hydroxyethyl)-2-methyl-1,3-dioxolane (5.60 g) as a syrup.

後処理

  1. concentrationconcentrated under reduced pressure
  2. customto give a residue
  3. washeluted with a mixture of methanol and chloroform (2:98

出典と根拠

ORDレコード
ord-427e1ba1b41741b8b3fb7a5c794a122a
出典データセット
uspto-grants-1992_04
特許番号
US05102877

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