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Zinc → HCID 178497614、化合物

HRID 398996
ノート
印刷プレビュー

反応式

HRID 398996 の反応式
[Zn:1].[Br:2]C[C:4]1[CH:5]=[C:6]([C:16]([O:18][CH3:19])=[O:17])[C:7](C2C=CC=CC=2)=[CH:8][CH:9]=1.ClC1C2C(=CC=CC=2)N=[C:23]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)N=1>O1CCCC1>[Br-:2].[CH3:19][O:18][C:16]([C:6]1[CH:7]=[CH:8][CH:9]=[CH:4][C:5]=1[C:34]1[CH:33]=[CH:32][C:31]([CH2:23][Zn+:1])=[CH:36][CH:35]=1)=[O:17]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 23994ZincHCID 809774-Chloro-2-phenylquinazolineHCID 19595328Methyl 4-(bromomethyl)(1,1'-biphenyl)-2-carboxylate

生成物 1

HCID 178497614HCID 178497614、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

[[2'-(methoxycarbonyl)(1,1'-biphenyl)-4-yl]-methyl]zinc bromide was prepared in advance from 400 mg of zinc in 1 ml of tetrahydrofuran and 1.53 g of methyl 4-(bromomethyl)(1,1'-biphenyl)-2-carboxylate (KNOCHEL, J. Org. Chem., 1988, Vo. 53, p. 5789 to 5791) and 240.69 mg of 4-chloro-2-phenyl-quinazoline and 115 mg of palladium tetrakis(triphenyl-phosphine) complex were added to the solution. The mixture stood at 50° C. for 6 hours and the reaction medium was poured into a water/ice/acetic acid mixture. The aqueous phase was extracted with ethyl acetate and the organic phase was washed with water and water saturated with sodium chloride, dried and evaporated. After chromatography on silica (eluant:ethyl acetate-hexane 1-9 then 2-8), 260 mg of expected product melting at 120° C. to 121° C. after crystallization from isopropyl ether were obtained.

後処理

  1. additionwere added to the solution
  2. extractionThe aqueous phase was extracted with ethyl acetate
  3. washthe organic phase was washed with water and water saturated with sodium chloride
  4. customdried
  5. customevaporated
  6. customAfter chromatography on silica (eluant:ethyl acetate-hexane 1-9 then 2-8), 260 mg of expected product melting at 120° C. to 121° C. after crystallization from isopropyl ether
  7. customwere obtained

出典と根拠

ORDレコード
ord-27047be21b884980abc838eabf5dd9ae
出典データセット
uspto-grants-1998_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05817674

反応ノート

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