Ammonia → benzyl N-(2-cyanopropan-2-yl)carbamate

HRID 458692ノート

反応式

HRID 458692 の反応式
[CH3:1][C:2]([CH3:6])(O)[C:3]#[N:4].[NH3:7].[C:8]([O-:11])([O-])=[O:9].[Na+].[Na+].ClC(OO[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=O>CO.C(OCC)(=O)C>[C:3]([C:2]([NH:7][C:8](=[O:9])[O:11][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([CH3:6])[CH3:1])#[N:4]

参加物

7

反応物 4

HCID 222AmmoniaHCID 6406Acetone CyanohydrinHCID 10340Sodium CarbonateHCID 21874344HCID 21874344、化合物

生成物 1

HCID 18442523benzyl N-(2-cyanopropan-2-yl)carbamate

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
10 °C

実験手順

Acetone cyanohydrin (17 grams, 200 mmol) was added to 400 mL of a 2M solution of NH3 in methanol and the resulting mixture stirred under N2 for 4 days. The solvent was removed in vacuo and the remaining residue dissolved in 250 mL of H2O. After cooling to 10° C., the solution was treated with Na2CO3 (21 grams, 200 mmol) and 95% benzyloxy chloroformate (33 mL, 230 mmol) and stirring continued overnight. Ethyl acetate was added and the mixture transferred to a seperatory funnel. The aqueous layer was removed and the ethyl acetate solution washed with saturated NaHCO3. After drying over Na2SO4 the solvent was removed to yield a solid which was triturated with hexanes to provide the title compound.

後処理

  1. customThe solvent was removed in vacuo
  2. dissolutionthe remaining residue dissolved in 250 mL of H2O
  3. stirringstirring continued overnight
  4. customthe mixture transferred to a seperatory funnel
  5. customThe aqueous layer was removed
  6. washthe ethyl acetate solution washed with saturated NaHCO3
  7. dry with materialAfter drying over Na2SO4 the solvent
  8. customwas removed
  9. customto yield a solid which
  10. customwas triturated with hexanes

出典と根拠

ORDレコード
ord-fab6d0212a6e4ba18d0ec4281c48a046
出典データセット
uspto-grants-2007_03
特許番号
US07192948B2

反応ノート

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