Triethylamine → tert-Butyl[(5-chloro-4-isocyanato-2-methoxybenzyl)oxy]dimethylsilane

HRID 630401ノート

反応式

HRID 630401 の反応式
[Si:1]([O:8][CH2:9][C:10]1[C:16]([O:17][CH3:18])=[CH:15][C:13]([NH2:14])=[C:12]([Cl:19])[CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].Cl[C:21](Cl)([O:23]C(=O)OC(Cl)(Cl)Cl)Cl.C(N(CC)CC)C>ClCCl>[C:4]([Si:1]([O:8][CH2:9][C:10]1[CH:11]=[C:12]([Cl:19])[C:13]([N:14]=[C:21]=[O:23])=[CH:15][C:16]=1[O:17][CH3:18])([CH3:3])[CH3:2])([CH3:7])([CH3:6])[CH3:5]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 671456574-({[Tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloro-5-methoxyaniline2 回

生成物 1

HCID 86677215tert-Butyl[(5-chloro-4-isocyanato-2-methoxybenzyl)oxy]dimethylsilane収率 263.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloro-5-methoxyaniline (intermediate 39; 300 mg, 1 mmol) in 4 ml of dichloromethane was cooled externally with an ice bath while dropping a solution of triphosgene (108 mg; 0.36 mmol) in 5 ml of dichloromethane. Triethylamine (0.28 ml; 2.01 mmol) was added slowly and the system stirred at room temperature for 3 hr. Half of the solvent is then evaporated in vacuo and 25 ml of pentane added. The white precipitate of ureas was filtered and the filtrate evaporated to dryness giving 311 mg of the title compound that were used without further purification in the next step.

後処理

  1. customHalf of the solvent is then evaporated in vacuo and 25 ml of pentane
  2. additionadded
  3. filtrationThe white precipitate of ureas was filtered
  4. customthe filtrate evaporated to dryness

出典と根拠

ORDレコード
ord-b0c458e68b334e239569b44e92965211
出典データセット
uspto-grants-2016_04
特許番号
US09315463B2

反応ノート

読み込み中…