Sodium Hydroxide → HCID 23371888、化合物

HRID 1900053ノート

反応式

HRID 1900053 の反応式
O1[C:5]2([CH2:10][CH2:9][CH:8]([C:11]3[CH:12]=[CH:13][C:14]([N:17]4[CH2:21][CH:20]([CH2:22][O:23][CH3:24])[O:19][C:18]4=[O:25])=[N:15][CH:16]=3)[CH2:7][CH2:6]2)[O:4]CC1.[OH-].[Na+]>O1CCCC1.Cl>[CH3:24][O:23][CH2:22][CH:20]1[O:19][C:18](=[O:25])[N:17]([C:14]2[CH:13]=[CH:12][C:11]([CH:8]3[CH2:9][CH2:10][C:5](=[O:4])[CH2:6][CH2:7]3)=[CH:16][N:15]=2)[CH2:21]1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 23371867HCID 23371867、化合物

生成物 1

HCID 23371888HCID 23371888、化合物収率 91.6%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 0.5 g of (RS)-3-[5-(1,4-dioxa-spiro[4,5]decan-8-yl)-pyridin-2-yl]-5-methoxymethyl-oxazolidin-2-one in 20 ml of tetrahydrofuran and 5 ml of 2N hydrochloric acid was stirred at room temperature for 4 h. Then, 10 ml of 2N sodium hydroxide solution were added and the mixture was extracted several times with ethyl acetate. The organic phases were combined, dried with magnesium sulfate and concentrated. After chromatography with ethyl acetate on silica gel there was obtained 0.4 g of (RS)-5-methoxymethyl-3-[5-(4-oxo-cyclohexyl)-pyridin-2-yl]-oxazolidin-2-one. 1H-nmr (CDCl3) ppm: 8.22 (s, 1H), 8.18 (d,1H), 7.58 (d, 1H), 4.78 (m,1H), 4.27 (t, 1H), 4.09 (t, 1H), 3.64 (m, 2H), 3.43 (s, 3H), 3.08 (m, 1H), 2.51 (m, 4H), 2.04 (bm, 4H).

後処理

  1. extractionthe mixture was extracted several times with ethyl acetate
  2. dry with materialdried with magnesium sulfate
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-dcebf407d6c14be3a73f2b43dd0e2480
出典データセット
uspto-grants-1996_11
特許番号
US05574055

反応ノート

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