Ethanol → HCID 67469341、化合物

HRID 630420ノート

反応式

HRID 630420 の反応式
[NH2:1][C:2]1[C:11]([C:12]#[N:13])=[CH:10][C:5]([C:6](OC)=[O:7])=[C:4]([O:14][CH3:15])[CH:3]=1.[BH4-].[Li+].C(O)C.[Cl-].[NH4+]>O1CCCC1>[NH2:1][C:2]1[CH:3]=[C:4]([O:14][CH3:15])[C:5]([CH2:6][OH:7])=[CH:10][C:11]=1[C:12]#[N:13]

参加物

6

反応物 4

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 4148881Lithium borohydrideHCID 67469370HCID 67469370、化合物2 回

生成物 1

HCID 67469341HCID 67469341、化合物収率 81%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methyl 4-amino-5-cyano-2-methoxybenzoate (intermediate 129; 0.59 g, 2.88 mmol) in tetrahydrofuran (40 mL) was added dropwise lithium tetrahydroborate 2M (21.7 mL, 43.4 mmol) at 0° C. under nitrogen atmosphere. After 5 minutes was added dropwise ethanol (7.5 mL). The mixture was stirred for five days at room temperature. Then the crude was poured into a saturated solution of ammonium chloride and ice, and stirred for 10 minutes. The crude was extracted with ethyl acetate and washed with water and brine, dried and the solvent was removed under reduced pressure to obtain the title compound as a white solid (81%).

後処理

  1. stirringstirred for 10 minutes
  2. extractionThe crude was extracted with ethyl acetate
  3. washwashed with water and brine
  4. customdried
  5. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-c8ffdd81473c452e8f24b46e9006343c
出典データセット
uspto-grants-2016_04
特許番号
US09315463B2

反応ノート

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