Sodium borohydride → 2-(4-Chlorophenyl)cyclobutanamine

HRID 1482439ノート

反応式

HRID 1482439 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:11][CH2:10][C:9]2=[N:12]O)=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:11][CH2:10][CH:9]2[NH2:12])=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 1317367062-(4-Chlorophenyl)cyclobutanone oxime

生成物 1

HCID 810131342-(4-Chlorophenyl)cyclobutanamine収率 66.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 2-(4-chlorophenyl)cyclobutanone oxime (200 mg, 1 mmol) in methanol (5 ml) was added MoO3 (205 mg, 1.4 eq.) and sodium borohydride (394 mg, 10 eq) at 0° C. After stirring at rt for 2 h the solvent was evaporated. A mixture of H2O and CH2Cl2 was added. Organic phase was separated, washed with brine, dried and concentrated in vacuo. 120 mg of product-amine was isolated as a mixture of cis and trans isomers 2:1. The crude product without purification was used for the next reaction.

後処理

  1. customwas evaporated
  2. additionA mixture of H2O and CH2Cl2
  3. additionwas added
  4. customOrganic phase was separated
  5. washwashed with brine
  6. customdried
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-f804baaaeea3454cb98a328cec5f7536
出典データセット
uspto-grants-2016_08
特許番号
US09414589B2

反応ノート

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