Diisopropylethylamine → 2-(Trimethylsilyl)ethyl 4-(hydroxymethyl)piperidine-1-carboxylate

HRID 1743265ノート

反応式

HRID 1743265 の反応式
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][OH:8])[CH2:3][CH2:2]1.[C:9](=O)([O:17]C1C=CC([N+]([O-])=O)=CC=1)[O:10][CH2:11][CH2:12][Si:13]([CH3:16])([CH3:15])[CH3:14].C(N(CC)C(C)C)(C)C>C1COCC1>[OH:8][CH2:7][CH:4]1[CH2:5][CH2:6][N:1]([C:9]([O:10][CH2:11][CH2:12][Si:13]([CH3:16])([CH3:15])[CH3:14])=[O:17])[CH2:2][CH2:3]1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 4207714-PiperidinemethanolHCID 30861164-Nitrophenyl 2-(trimethylsilyl)ethyl carbonate

生成物 1

HCID 113689482-(Trimethylsilyl)ethyl 4-(hydroxymethyl)piperidine-1-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

10.5 g of 4-piperidinylmethanol were dissolved in 170 ml of THF. 25.8 g of 2-(trimethylsilyl)ethyl 4-nitrophenyl carbonate and 15.9 ml of N,N-diisopropylethylamine were successively added thereto. The mixture was stirred at room temperature for 1 h and then the solvent was removed in vacuo. The residue was taken up in 400 ml of ethyl acetate and washed once with 300 ml of 0.5 N HCl and twice with 250 ml of 1 N NaOH each time. The organic phase was dried with MgSO4, the solvent was removed in vacuo, and the residue was purified by chromatography on silica gel.

後処理

  1. customthe solvent was removed in vacuo
  2. washwashed once with 300 ml of 0.5 N HCl and twice with 250 ml of 1 N NaOH each time
  3. dry with materialThe organic phase was dried with MgSO4
  4. customthe solvent was removed in vacuo
  5. customthe residue was purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-e0f6906ac249442a966b213a3998dfcf
出典データセット
uspto-grants-2006_03
特許番号
US07008957B2

反応ノート

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