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Water → tert-Butyl 2-(hydroxymethyl)morpholine-4-carboxylate

HRID 456392
ノート
印刷プレビュー

反応式

HRID 456392 の反応式
[N:1]1([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:6][CH2:5][O:4][CH:3]([C:7](OC)=[O:8])[CH2:2]1.[BH4-].[Li+].O>O1CCCC1>[OH:8][CH2:7][CH:3]1[O:4][CH2:5][CH2:6][N:1]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:2]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 4148881Lithium borohydrideHCID 588174744-tert-Butyl 2-methyl morpholine-2,4-dicarboxylate

生成物 1

HCID 5201202tert-Butyl 2-(hydroxymethyl)morpholine-4-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

The crude product from step (i) (62.6 mmol) was dissolved in dry tetrahydrofuran (THF) (100 ml) and added dropwise at 0° C. to a suspension of lithium borohydride (2.50 g, 115 mmol) in dry THF (100 ml). The mixture was allowed to attain room temperature over night. Water (10 ml) was added and after stirring for 1 h the mixture was concentrated. The residue was partitioned between ethyl acetate and water. The organic phase was washed with 0.5 M hydrochloric acid, saturated sodium hydrogen carbonate and water. Drying over magnesium sulfate and concentration gave the title compound as a crude product (13.3 g).

後処理

  1. waitto attain room temperature over night
  2. concentrationwas concentrated
  3. customThe residue was partitioned between ethyl acetate and water
  4. washThe organic phase was washed with 0.5 M hydrochloric acid, saturated sodium hydrogen carbonate and water
  5. dry with materialDrying over magnesium sulfate and concentration

出典と根拠

ORDレコード
ord-868578121e3c4fc391be969e260f58bb
出典データセット
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07186718B2

反応ノート

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このページの内容参加物実験手順後処理出典と根拠反応ノート