Methyl 7-chloronaphthalene-1-carboxylate → HCID 68697042, 화합물

HRID 1876279노트

반응식

HRID 1876279 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 68697042HCID 68697042, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-12f7825e0b1f4576a975f938b8d70ccf
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08309596B2

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