Diethyl Ether → (R)-4-(1-Aminoethyl)cyclohexan-1-ol

HRID 887339ノート

反応式

HRID 887339 の反応式
[OH:1][CH:2]1[CH2:7][CH2:6][CH:5]([C@H:8]([NH:10]C(=O)OC(C)(C)C)[CH3:9])[CH2:4][CH2:3]1.CCOCC>ClCCl>[NH2:10][C@@H:8]([CH:5]1[CH2:6][CH2:7][CH:2]([OH:1])[CH2:3][CH2:4]1)[CH3:9]

参加物

4

反応物 2

HCID 3283Diethyl EtherHCID 59414492(R)-tert-butyl 1-(4-hydroxycyclohexyl)ethylcarbamate

生成物 1

HCID 55285649(R)-4-(1-Aminoethyl)cyclohexan-1-ol

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Tert-butyl (R)-1-(4-hydroxycyclohexyl)ethylcarbamate (4.49 g, 18.45 mmol) was dissolved in dichloromethane (25 mL) and cooled to 0° C. under nitrogen. HCl 2M in Ether (27.68 mL of 2 M, 55.35 mmol) was added and the reaction allowed to warm slowly to ambient temperature for 18 hours. The reaction mixture was concentrated in vacuo. The crude mixture was dissolved in MeOH (25 mL). MP-Carbonate was added (11.75 g, 36.90 mmol) and the reaction mixture was stirred for 3 hours. The resin was filtered and the mother liquors were concentrated to dryness to afford the title compound as an off white solid (2.39 g, 90% yield).

後処理

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. dissolutionThe crude mixture was dissolved in MeOH (25 mL)
  4. additionMP-Carbonate was added (11.75 g, 36.90 mmol)
  5. filtrationThe resin was filtered
  6. concentrationthe mother liquors were concentrated to dryness

出典と根拠

ORDレコード
ord-d538913161dc40ffb314b6ed97422ff5
出典データセット
uspto-grants-2012_08
特許番号
US08247421B2

反応ノート

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