돌아가기
Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1721537생성일: 2026년 10월 27일

Hydrochloric Acid → 1,1'-Binaphthalene, 2,2'-dimethyl-

https://huagongshe.com/reaction/1721537

반응식

참여 물질

역할이름HCID투입량
반응물Hydrochloric AcidHCID 313—
반응물PhosphineHCID 24404—
반응물1-Bromo-2-methylnaphthaleneHCID 75754—
반응물1,4-Bis(diphenylphosphino)butaneHCID 82124—
반응물2,2'-Bis(diphenylphosphinomethoxy)-1,1'-binaphthylHCID 11828568—
반응물HCID 178422613HCID 178422613—
촉매palladium(II) acetateHCID 167845—
용매WaterHCID 962—
용매TolueneHCID 1140—
생성물1,1'-Binaphthalene, 2,2'-dimethyl-HCID 141748—

반응 조건

온도80 °C

반응 단계

2-Methyl-1-naphthylmagnesium bromide prepared according to Example 1 in toluene is added in the absence of air and moisture to a suspension, heated to 70° to 80° C., of 31.0 g (0.14 mol) of 1-bromo-2-methylnaphthalene, 0.0014 mol of the phosphine of the formula (I) 1,4-bis(diphenylphosphino)butane; 2,2'-bis(diphenylphosphinomethoxy)-1,1'-binaphthyl! or 0.0028 mol of the phosphine of the formula (II) (triphenylphosphine) and 0.31 g (0.0014 mol) of palladium(II) acetate in 50 ml of toluene. The mixture is then heated at 80° C. for another hour, cooled to 25° C., and 100 ml of water and 50 ml of 2N hydrochloric acid are added in succession to the reaction mixture. The phases are separated, the aqueous phase is extracted with 50 ml of toluene, and the combined organic phases are concentrated in vacuo. Distillation of the oily, brown residue in a high vacuum gives a pale yellow oil having a boiling point of 175° to 180° C./0.1 to 0.2 mbar. The yields can be found in Table 1 below.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US05510554
출처 데이터셋uspto-grants-1996_04
ORD IDord-4366f3247c8f4e719e3b89237ebb09a7
출처 메모uspto-grants-1996_04