Methyl 7-chloronaphthalene-1-carboxylate → HCID 68697042、化合物

HRID 1876279ノート

反応式

HRID 1876279 の反応式
[H-].C([Al+]CC(C)C)C(C)C.C[O:12][C:13]([C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([Cl:25])[CH:23]=2)[CH:18]=[CH:17][CH:16]=1)=O>C(Cl)Cl>[Cl:25][C:22]1[CH:23]=[C:24]2[C:19]([CH:18]=[CH:17][CH:16]=[C:15]2[CH2:13][OH:12])=[CH:20][CH:21]=1

参加物

4

反応物 2

HCID 230778Methyl 7-chloronaphthalene-1-carboxylateHCID 21225700Diisobutylaluminumhydride

生成物 1

HCID 68697042HCID 68697042、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A 0.7M diisobutylaluminium hydride solution in CH2Cl2 is added dropwise at −78° to 22 g of 7-chloro-naphthalene-1-carboxylic acid methyl ester in CH2Cl2. After stirring at −78° for 1 hour, the mixture obtained is warmed up to 0°, quenched with aq. 10% sodium tartrate solution and stirred for further few minutes. The organic phase obtained is separated, washed with brine, dried and solvent is evaporated. The residue obtained is purified by flash chromatography on silica gel (eluent: cyclohexane/EtOAc 8/1 to 4/1) and the title compound is obtained.

後処理

  1. customthe mixture obtained
  2. temperatureis warmed up to 0°
  3. customquenched with aq. 10% sodium tartrate solution
  4. stirringstirred for further few minutes
  5. customThe organic phase obtained
  6. customis separated
  7. washwashed with brine
  8. customdried
  9. customsolvent is evaporated
  10. customThe residue obtained
  11. customis purified by flash chromatography on silica gel (eluent: cyclohexane/EtOAc 8/1 to 4/1)

出典と根拠

ORDレコード
ord-12f7825e0b1f4576a975f938b8d70ccf
出典データセット
uspto-grants-2012_11
特許番号
US08309596B2

反応ノート

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