Carbon tetrabromide → 4-(2,2-Dibromoethenyl)phenol methoxymethyl ether

HRID 862068노트

반응식

HRID 862068 반응식
[C:1]([Br:5])(Br)(Br)[Br:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:25][O:26][CH2:27][O:28][C:29]1[CH:36]=[CH:35][C:32]([CH:33]=O)=[CH:31][CH:30]=1>[Zn].ClCCl>[CH3:25][O:26][CH2:27][O:28][C:29]1[CH:36]=[CH:35][C:32]([CH:33]=[C:1]([Br:5])[Br:2])=[CH:31][CH:30]=1

참가 물질

6

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 2500744-(Methoxymethoxy)benzaldehyde

생성물 1

HCID 540968254-(2,2-Dibromoethenyl)phenol methoxymethyl ether수율 66.2%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 6344Dichloromethane용매

실험 절차

To a mixture of carbon tetrabromide (56.58 g), triphenylphosphine (44.61 g) and zinc powder (11.18 g) was added dichloromethane (300 ml), and the mixture was stirred for 25 hours at room temperature. To the mixture was then added p-methoxymethoxybenzaldehyde (13.91 g), which was stirred for 30 hours. The reaction mixture was subjected to filtration through celite, and the filtrate was concentrated under reduced pressure. The residue was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane) to give 4-(2,2-dibromoethenyl)phenol methoxymethyl ether (17.84 g) (Compound B-25). The physical properties are shown in Table 7.

후처리

  1. filtrationThe reaction mixture was subjected to filtration through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-d17d53c6eb19404da8d89b5d941e8012
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05716971

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