Hydrochloric Acid → HCID 66874934、化合物

HRID 1188232ノート

反応式

HRID 1188232 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].[CH3:34][C:35]1[CH:42]=[CH:41][CH:40]=[C:39]([CH3:43])[C:36]=1[CH:37]=O.Cl>O1CCCC1.O>[CH3:34][C:35]1[CH:42]=[CH:41][CH:40]=[C:39]([CH3:43])[C:36]=1[CH:37]=[CH:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:4]([OH:6])=[O:5]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 5838412,6-DimethylbenzaldehydeHCID 10918084Phosphonium, (8-carboxyoctyl)triphenyl-, bromide

生成物 1

HCID 66874934HCID 66874934、化合物

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 2,6-dimethylbenzaldehyde (757 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-(2,6-dimethyl-phenyl)-dec-9-enoic acid 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-42b9291f777743158546181e05f299f5
出典データセット
uspto-grants-2014_03
特許番号
US08673946B2

反応ノート

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