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Hydrochloric Acid → 4-Allyl-4-amino-cyclohexanol

HRID 2370271
ノート
印刷プレビュー

反応式

HRID 2370271 の反応式
[CH2:1]([C:4]1([NH2:18])[CH2:9][CH2:8][CH:7]([O:10][Si](C(C)(C)C)(C)C)[CH2:6][CH2:5]1)[CH:2]=[CH2:3].Cl>C(OCC)C>[CH2:1]([C:4]1([NH2:18])[CH2:9][CH2:8][CH:7]([OH:10])[CH2:6][CH2:5]1)[CH:2]=[CH2:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 685474291-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclohexylamine

生成物 1

HCID 592260294-Allyl-4-amino-cyclohexanol

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

The crude 1-allyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclohexylamine (16, step a) was dissolved in 100 mL of diethyl ether. Then, 100 mL of 1N aqueous HCl were added dropwise and the resultant biphasic mixture was stirred for 30 min. The layers were separated, the aqueous layer was washed with diethyl ether and the pH adjusted to pH8 by the addition of solid sodium hydroxide. The suspension was then extracted with a 3:1 mixture of dichloromethane and 2-propanol and the combined organic extracts were concentrated in vacuo to afford 0.54 g of the title compound as mixture of diastereomers (1.5:1). Rt=0.15 min, 0.27 min (Method C). Detected mass: 156.2 (M+H+).

後処理

  1. customThe layers were separated
  2. washthe aqueous layer was washed with diethyl ether
  3. additionthe pH adjusted to pH8 by the addition of solid sodium hydroxide
  4. extractionThe suspension was then extracted with a 3:1 mixture of dichloromethane and 2-propanol
  5. concentrationthe combined organic extracts were concentrated in vacuo

出典と根拠

ORDレコード
ord-3fc7a854a3c94876bc4104bdec93a589
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08710077B2

反応ノート

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