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4-Bromoanisole → HCID 13304949、化合物

HRID 371396
ノート
印刷プレビュー

反応式

HRID 371396 の反応式
[Mg:1].[Br:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][CH:4]=1.[CH2:11]([C:13]1[C:14]([O:25][CH3:26])=[N:15][C:16]2[N:17]([CH:20]=[C:21]([CH:23]=[O:24])[N:22]=2)[C:18]=1[CH3:19])[CH3:12].[Cl-].[NH4+].O1[CH2:33][CH2:32]CC1>>[CH3:26][O:25][C:14]1[CH:13]=[CH:18][C:19]([Mg:1][Br:2])=[CH:33][CH:32]=1.[CH2:11]([C:13]1[C:14]([O:25][CH3:26])=[N:15][C:16]2[N:17]([CH:20]=[C:21]([CH:23]([C:3]3[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][CH:4]=3)[OH:24])[N:22]=2)[C:18]=1[CH3:19])[CH3:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 77304-BromoanisoleHCID 8028Tetrahydrofuran2 回HCID 25517Ammonium ChlorideHCID 5462224MagnesiumHCID 13304948HCID 13304948、化合物

生成物 2

HCID 13304949HCID 13304949、化合物収率 94%HCID 178491912
HCID 178491912、化合物

実験手順

A solution of 4-methoxyphenylmagnesium bromide was prepared by treating 0.54 g (22.5 mg--atoms of magnesium turnings with 4.20 g (22.5 mmol) of p-bromoanisole in 25 ml of dry tetrahydrofuran and was added dropwise to a stirred solution of 1.64 g (7.5 mmol) of 6-ethyl-7-methoxy-5-methyl imidazo[1,2- a]pyrimidine-2-carboxaldehyde in 100 ml of dry tetrahydrofuran. After stirring at room temperature for 1 hour the mixture was poured into saturated ammonium chloride solution and the organic layer was separated. The aqueous layer was extracted with chloroform and the combined organic extracts were dried over MgSO4 and evaporated to dryness under reduced pressure. The residue was deposited on a column of 250 g of silica gel and elution with a 7:3 chloroform-ethyl acetate mixture gave 2.3 g (94% yield) of (6-ethyl -7-methoxy-5-methylimidazo[1,2-a]pyrimidin- 2-yl) (4-methoxyphenyl) methanol as a white crystalline solid melting at 117°-9° C.

後処理

  1. additionby treating 0.54 g (22.5 mg
  2. customthe organic layer was separated
  3. extractionThe aqueous layer was extracted with chloroform
  4. dry with materialthe combined organic extracts were dried over MgSO4
  5. customevaporated to dryness under reduced pressure
  6. washThe residue was deposited on a column of 250 g of silica gel and elution with a 7:3 chloroform-ethyl acetate mixture

出典と根拠

ORDレコード
ord-82d7f35f795d4a0cb9df6e6dfa83530d
出典データセット
uspto-grants-1985_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04532243

反応ノート

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