Hexachloroethane → 2-(4-(Cyclopropylmethoxy)-3,5-difluorophenyl)-1,3-benzoxazol-6-ol

HRID 2277198ノート

反応式

HRID 2277198 の反応式
[CH:1]1([CH2:4][O:5][C:6]2[C:22]([F:23])=[CH:21][C:9]([C:10]([NH:12][C:13]3[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][C:14]=3[OH:20])=O)=[CH:8][C:7]=2[F:24])[CH2:3][CH2:2]1.ClC(Cl)(Cl)C(Cl)(Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(N(CC)CC)C>C(#N)C>[CH:1]1([CH2:4][O:5][C:6]2[C:22]([F:23])=[CH:21][C:9]([C:10]3[O:20][C:14]4[CH:15]=[C:16]([OH:19])[CH:17]=[CH:18][C:13]=4[N:12]=3)=[CH:8][C:7]=2[F:24])[CH2:3][CH2:2]1

参加物

6

反応物 4

HCID 6214HexachloroethaneHCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 867312594-(cyclopropylmethoxy)-N-(2,4-dihydroxyphenyl)-3,5-difluorobenzamide

生成物 1

HCID 867312582-(4-(Cyclopropylmethoxy)-3,5-difluorophenyl)-1,3-benzoxazol-6-ol収率 53.7%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of 4-(cyclopropylmethoxy)-N-(2,4-dihydroxyphenyl)-3,5-difluorobenzamide (3.78 g), hexachloroethane (6.67 g) and triphenylphosphine (7.39 g) in acetonitrile (50 mL) was added triethylamine (3.42 mL), and the mixture was stirred at room temperature for 15 min, and then with heating at 80° C. for 1 hr. The reaction mixture was filtered, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (1.92 g).

後処理

  1. temperaturewith heating at 80° C. for 1 hr
  2. filtrationThe reaction mixture was filtered
  3. customthe solvent was evaporated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-12472fa7466f4911b0df55692bf85819
出典データセット
uspto-grants-2015_09
特許番号
US09133129B2

反応ノート

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