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

HRID 862068

反応式

HRID 862068 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-d17d53c6eb19404da8d89b5d941e8012
出典データセット
uspto-grants-1998_02
特許番号
US05716971

関連ノート

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