1-Chloroethyl chloroformate → 3-(4-Isopropylphenyl)-4,6,7-trimethylspiro[benzofuran-2(3h),4'-piperidine]hydrochloride

HRID 2211747ノート

反応式

HRID 2211747 の反応式
C([N:8]1[CH2:13][CH2:12][C:11]2([CH:17]([C:18]3[CH:23]=[CH:22][C:21]([CH:24]([CH3:26])[CH3:25])=[CH:20][CH:19]=3)[C:16]3[C:27]([CH3:33])=[CH:28][C:29]([CH3:32])=[C:30]([CH3:31])[C:15]=3[O:14]2)[CH2:10][CH2:9]1)C1C=CC=CC=1.[Cl:34]C(OC(Cl)C)=O>O1CCCC1>[ClH:34].[CH:24]([C:21]1[CH:22]=[CH:23][C:18]([CH:17]2[C:11]3([CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[O:14][C:15]3[C:30]([CH3:31])=[C:29]([CH3:32])[CH:28]=[C:27]([CH3:33])[C:16]2=3)=[CH:19][CH:20]=1)([CH3:26])[CH3:25]

参加物

4

反応物 2

HCID 5213051-Chloroethyl chloroformateHCID 219613431'-Benzyl-3-(4-isopropylphenyl)-4,6,7-trimethylspiro[benzofuran-2(3H), 4'-piperidine]

生成物 1

HCID 219613533-(4-Isopropylphenyl)-4,6,7-trimethylspiro[benzofuran-2(3h),4'-piperidine]hydrochloride収率 81.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 1′-benzyl-3-(4-isopropylphenyl)-4,6,7-trimethylspiro[benzofuran-2(3H),4′-piperidine] (10.26 g, 23.34 mmol) in tetrahydrofuran (100 ml) was added a-chloroethyl chloroformate (3.76 g, 26.60 mmol) and the resulting mixture was refluxed with heating for 1 hour. The reaction mixture was cooled down to room temperature and concentrated under reduced pressure. Methanol (80 ml) was added into the resulting residue and the mixture was refluxed for 1 hour. The reaction mixture was cooled down to room temperature and concentrated under reduced pressure. The residue was crystallized from ethanol to obtain 7.32 g (81% yield) of the title compound. Melting point: >260° C. (decomposed).

後処理

  1. temperaturethe resulting mixture was refluxed
  2. temperaturewith heating for 1 hour
  3. concentrationconcentrated under reduced pressure
  4. additionMethanol (80 ml) was added into the resulting residue
  5. temperaturethe mixture was refluxed for 1 hour
  6. temperatureThe reaction mixture was cooled down to room temperature
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was crystallized from ethanol

出典と根拠

ORDレコード
ord-204579df154c4554b0ee7a3b854c63f9
出典データセット
uspto-grants-2006_09
特許番号
US07101867B2

反応ノート

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