3-Chloroaniline → HCID 18663372、化合物

HRID 1956686ノート

反応式

HRID 1956686 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[C:9]([O:13][C:14]([NH:16][CH:17]([CH2:20][C:21]#[C:22][CH3:23])[CH:18]=O)=[O:15])([CH3:12])([CH3:11])[CH3:10].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].CCOC(C)=O>ClC(Cl)C>[C:9]([O:13][C:14]([NH:16][CH:17]([CH2:20][C:21]#[C:22][CH3:23])[CH2:18][NH:5][C:4]1[CH:6]=[CH:7][CH:8]=[C:2]([Cl:1])[CH:3]=1)=[O:15])([CH3:12])([CH3:11])[CH3:10]

参加物

6

反応物 4

HCID 79323-ChloroanilineHCID 8857Ethyl AcetateHCID 5049666Sodium triacetoxyborohydrideHCID 45092115Tert-butyl N-(1-oxohex-4-YN-2-YL)carbamate

生成物 1

HCID 18663372HCID 18663372、化合物

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

実験手順

To a 0° C. solution of 3-chloroaniline (4.33 mL, 40.9 mmol), the product from Step K (ca. 41 mmol), and crushed 4 Å molecular sieves (10 g) in dichloroethane (100 mL) under nitrogen was added sodium triacetoxyborohydride (12.9 g, 61.5 mmol). The reaction was stirred for one hour, then warmed to room temperature. After 3 hours, the solution was poured into EtOAc and washed with water, sat. NaHCO3 soln. and brine. The solution was dried over sodium sulfate and concentrated in vacuo to provide the crude product.

後処理

  1. waitAfter 3 hours
  2. washwashed with water, sat. NaHCO3 soln
  3. dry with materialThe solution was dried over sodium sulfate
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-1091ce6b8c374d6cb8f3f4569d03fb08
出典データセット
uspto-grants-1998_07
特許番号
US05780492

反応ノート

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