Hydrochloric Acid → HCID 66874614、化合物

HRID 1799634ノート

反応式

HRID 1799634 の反応式
[H-].[Na+].[Br-].[C:4]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([OH:6])=[O:5].[F:34][C:35]1[CH:42]=[CH:41][C:38]([CH:39]=O)=[CH:37][CH:36]=1.Cl>O1CCCC1.O>[F:34][C:35]1[CH:42]=[CH:41][C:38]([CH:39]=[CH:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:4]([OH:6])=[O:5])=[CH:37][CH:36]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 680234-FluorobenzaldehydeHCID 10918084Phosphonium, (8-carboxyoctyl)triphenyl-, bromide

生成物 1

HCID 66874614HCID 66874614、化合物収率 19%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Sodium hydride (60% dispersion in mineral oil; 0.65 g, 16 mmol) was added portionwise at room temperature to a stirred solution of (8-carboxy-octyl)-triphenyl-phosphonium bromide (2.8 g, 5.6 mmol) in tetrahydrofuran (30 mL) at room temperature, then after 1 hour 4-fluorobenzaldehyde (700 mg, 5.64 mmol) was added portionwise to the reaction mixture and the solution stirred for 2 days at room temperature. On reaction completion, water (10 ml) was added and the solution acidified to pH 3 with concentrated hydrochloric acid. The product was extracted with ethyl acetate, the organic layer dried over magnesium sulfate, filtered and evaporated. Chromatography (SiO2, heptane-ethyl acetate 4:1) afforded 10-(4-fluoro-phenyl)-dec-9-enoic acid (280 mg, 19%) as a colorless oil.

後処理

  1. additionwas added
  2. extractionThe product was extracted with ethyl acetate
  3. dry with materialthe organic layer dried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated

出典と根拠

ORDレコード
ord-3b555ebeff164425a7d18e0383631ef6
出典データセット
uspto-grants-2013_01
特許番号
US08344027B2

反応ノート

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