홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Water → 5-Bromo-4-chloro-2-methoxymethoxybenzyl cyanide

HRID 862072
노트
인쇄 미리보기

반응식

HRID 862072 반응식
[Br:1][C:2]1[C:3]([Cl:14])=[CH:4][C:5]([O:10][CH2:11][O:12][CH3:13])=[C:6]([CH:9]=1)[CH2:7]O.[CH2:15]([N:17](CC)CC)C.CS(Cl)(=O)=O.O>ClCCl>[Br:1][C:2]1[C:3]([Cl:14])=[CH:4][C:5]([O:10][CH2:11][O:12][CH3:13])=[C:6]([CH:9]=1)[CH2:7][C:15]#[N:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 106128525-Bromo-4-chloro-2-methoxymethoxybenzyl alcohol

생성물 1

HCID 107559665-Bromo-4-chloro-2-methoxymethoxybenzyl cyanide

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 5-bromo-4-chloro-2-methoxymethoxybenzyl alcohol (137.9 g) and triethylamine (105 ml) in dichloromethane (500 ml) was added at 0° C. methanesulfonyl chloride (45.5 ml) over a period of 30 minutes. The mixture was stirred overnight (13 hours), while warming up to room temperature. The reaction mixture was poured into water, to which was added dichloromethane for extraction. The extract solution was dried (anhydrous magnesium sulfate) and concentrated. To a suspension of the concentrate and sodium cyanide (51.4 g) in dichloromethane (40 ml) was added dropwise at 0° C. DMSO (300 ml). The mixture was then stirred for 3 hours at room temperature. The reaction mixture was poured into water, which was subjected to extraction with ethyl acetate. The extract solution was washed with water, dried (anhydrous magnesium sulfate) and concentrated. The concentrate was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane) to give 5-bromo-4-chloro-2-methoxymethoxybenzyl cyanide (86.4 g) (Compound B-35). The physical properties are shown in [Table 6].

후처리

  1. extractionfor extraction
  2. dry with materialThe extract solution was dried (anhydrous magnesium sulfate)
  3. concentrationconcentrated
  4. additionTo a suspension of the
  5. concentrationconcentrate
  6. additionsodium cyanide (51.4 g) in dichloromethane (40 ml) was added dropwise at 0° C
  7. stirringThe mixture was then stirred for 3 hours at room temperature
  8. additionThe reaction mixture was poured into water, which
  9. extractionwas subjected to extraction with ethyl acetate
  10. washThe extract solution was washed with water
  11. dry with materialdried (anhydrous magnesium sulfate)
  12. concentrationconcentrated
  13. customThe concentrate was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-7d98c758b67442c79ad3cadb8fb5f9d7
출처 데이터셋
uspto-grants-1998_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05716971

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트