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

HRID 630401노트

반응식

HRID 630401 반응식
[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]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 671456574-({[Tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloro-5-methoxyaniline2회

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b0c458e68b334e239569b44e92965211
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315463B2

반응 노트

불러오는 중…