Triethylamine → HCID 83799798, 화합물

HRID 573929노트

반응식

HRID 573929 반응식
[CH2:1]([C:3]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:4]=1[NH2:5])[CH3:2].C(N(CC)CC)C.[C:19](Cl)(Cl)=[S:20]>ClCCl>[CH2:1]([C:3]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:4]=1[N:5]=[C:19]=[S:20])[CH3:2]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 10040ThiophosgeneHCID 220655972-ethyl-4-methoxybenzenamine

생성물 1

HCID 83799798HCID 83799798, 화합물수율 83.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To solution of 2-ethyl-4-methoxyaniline (4.5 g, 30 mmol) and triethylamine (6.0 g, 60 mmol) in dichloromethane (31 mL) was added thiophosgene (3.4 g, 30 mmol) was added drop wise at 0° C. over the period of 1 hour. After completion, the reaction mixture was poured into ice-water (100 mL) and extracted with ethyl acetate (3×200 mL) and washed with ice water (2×100 mL), followed by brine (2×50 mL). The organic phase was dried over sodium sulfate, filtered, and evaporated under reduced pressure. Purification by flash column chromatography using 0-10% ethyl acetate/hexanes as eluent provided 2-ethyl-1-isothiocyanato-4-methoxybenzene as yellow oil (4.9 g, 25 mmol), which was taken onto the next step immediately.

후처리

  1. additionwas added drop wise at 0° C. over the period of 1 hour
  2. extractionextracted with ethyl acetate (3×200 mL)
  3. washwashed with ice water (2×100 mL)
  4. dry with materialThe organic phase was dried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customPurification by flash column chromatography

출처 및 근거

ORD 기록
ord-d7e56818cc654002a760979d15c45304
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029560B2

반응 노트

불러오는 중…