Imidazole → 11-Bromomethyl-9,10-dihydro-9,10-ethanoanthracene

HRID 1613225

反応式

HRID 1613225 の反応式
[CH:1]1[C:14]2[CH:13]3[CH2:15][CH:16]([CH2:17]O)[CH:6]([C:7]4[C:12]3=[CH:11][CH:10]=[CH:9][CH:8]=4)[C:5]=2[CH:4]=[CH:3][CH:2]=1.N1C=CN=C1.ClP(C1C=CC=CC=1)C1C=CC=CC=1.[Br:38]Br>C1(C)C=CC=CC=1>[Br:38][CH2:17][CH:16]1[CH:6]2[C:5]3[CH:4]=[CH:3][CH:2]=[CH:1][C:14]=3[CH:13]([C:12]3[C:7]2=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH2:15]1

参加物

6

反応物 4

HCID 795ImidazoleHCID 24408BromineHCID 66180ChlorodiphenylphosphineHCID 2443799,10-Dihydro-9,10-ethanoanthracene-11-methanol

生成物 1

HCID 352223811-Bromomethyl-9,10-dihydro-9,10-ethanoanthracene

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

9,10-Dihydro-9,10-ethanoanthracene-11-methanol (1.2 gm), imidazole (0.7 gm) and chlorodiphenylphosphine (1.4 gm) were combined in toluene (80 ml) and treated dropwise with bromine (1.0 gm). The mixture was stirred 10 minutes, then extracted with 10% sodium hydroxide (50 ml) and water (50 ml). The toluene was removed on a rotary evaporator and the residue was dissolved in 1:1 methylene chloride/hexane and placed on a silica gel column. The column was eluted with 1:1 methylene chloride/hexane and the eluant removed on a rotary evaporator to give the product.

後処理

  1. extractionextracted with 10% sodium hydroxide (50 ml) and water (50 ml)
  2. customThe toluene was removed on a rotary evaporator
  3. dissolutionthe residue was dissolved in 1:1 methylene chloride/hexane
  4. washThe column was eluted with 1:1 methylene chloride/hexane
  5. customthe eluant removed on a rotary evaporator
  6. customto give the product

出典と根拠

ORDレコード
ord-09b3a976ab4542a1a7d4dc0b7acc113b
出典データセット
uspto-grants-1993_03
特許番号
US05192762

関連ノート

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