Water → HCID 21397385、化合物

HRID 1439476ノート

反応式

HRID 1439476 の反応式
[H-].[Na+].[C:3]1([CH:9]([CH2:13][CH2:14][CH2:15][CH:16]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[C:10](=[O:12])[CH3:11])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Br[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][C:37]([O:39][CH2:40][CH3:41])=[O:38].O>C1C=CC=CC=1.CN(C)C=O.CCOCC>[C:10]([C:9]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1)([CH2:13][CH2:14][CH2:15][CH:16]([O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][C:37]([O:39][CH2:40][CH3:41])=[O:38])(=[O:12])[CH3:11]

参加物

8

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 122490Ethyl 7-bromoheptanoateHCID 213973967-(Benzyloxy)-3-phenyldodecan-2-one

生成物 1

HCID 21397385HCID 21397385、化合物

試薬・触媒・溶媒 3

HCID 241Benzene溶媒HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒

実験手順

Sodium hydride (0.8 g., 0.033 mole) is suspended in a mixture of benzene (50 ml.) and dimethylformamide (50 ml.) and 3-phenyl-7-benzyloxy-2-dodecanone (12.1 g., 0.033 mole) is added dropwise. The resulting mixture is heated on the steam bath for 1 hour and then cooled to room temperature. Ethyl 7-bromoheptanoate (8.8 g., 0.037 mole) is added dropwise and the mixture is heated on the steam bath for 24 hours. The reaction mixture is cooled, poured into water (200 ml.) and the oily product taken up in ether and dried over sodium sulfate. The solvent is distilled in vacuo to leave 14 g. of ethyl 8-acetyl-8-phenyl-12-benzyloxyheptadecanoate as a yellow oil which is used in Step G without further purification.

後処理

  1. additionis added dropwise
  2. temperatureThe resulting mixture is heated on the steam bath for 1 hour
  3. temperaturethe mixture is heated on the steam bath for 24 hours
  4. temperatureThe reaction mixture is cooled
  5. dry with materialdried over sodium sulfate
  6. distillationThe solvent is distilled in vacuo
  7. customto leave 14 g
  8. customof ethyl 8-acetyl-8-phenyl-12-benzyloxyheptadecanoate as a yellow oil which is used in Step G without further purification

出典と根拠

ORDレコード
ord-3692ac771bed448f8905ee27fd8c5127
出典データセット
uspto-grants-1977_11
特許番号
US04059601

反応ノート

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