Hydrochloric Acid → 2-((2-Benzoylphenylthio)methyl)-2-ethylhexanal

HRID 478882

反応式

HRID 478882 の反応式
[SH:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].[CH2:16]([C:18]([CH2:25]OS(C)(=O)=O)([CH2:21][CH2:22][CH2:23][CH3:24])[CH:19]=[O:20])[CH3:17].C(N(CC)CC)C.Cl>COCCOCCOC>[C:4]([C:3]1[CH:12]=[CH:13][CH:14]=[CH:15][C:2]=1[S:1][CH2:25][C:18]([CH2:16][CH3:17])([CH2:21][CH2:22][CH2:23][CH3:24])[CH:19]=[O:20])(=[O:5])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 34997132-MercaptobenzophenoneHCID 115722172-Ethyl-2-(mesyloxymethyl)hexanal

生成物 1

HCID 116028262-((2-Benzoylphenylthio)methyl)-2-ethylhexanal収率 58%

試薬・触媒・溶媒 1

HCID 8150Diglyme溶媒

実験手順

A mixture of 31 g (0.144 mol) of 2-mercaptobenzophenone, prepared according to the procedure described in WO 93/16055, 24.4 g (0.1 mole) of 2-ethyl-2-(mesyloxymethyl)-hexanal (1), 14.8 g (0.146 mole) of triethylamine, and 80 mL of 2-methoxyethyl ether was held at reflux for 24 h. The reaction mixture was poured into 3N HCl and extracted with 300 mL of methylene chloride, The methylene chloride layer was washed with 300 mL of 10% NaOH, dried over MgSO4 and concentrated in vacuo to remove 2-methoxyethyl ether. The residue was purified by HPLC (10% EtOAc-hexane) to give 20.5 g (58%) of 2 as an oil.

後処理

  1. customprepared
  2. temperatureat reflux for 24 h
  3. extractionextracted with 300 mL of methylene chloride
  4. washThe methylene chloride layer was washed with 300 mL of 10% NaOH
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo
  7. customto remove 2-methoxyethyl ether
  8. customThe residue was purified by HPLC (10% EtOAc-hexane)

出典と根拠

ORDレコード
ord-3ba2a7f111dd4316b2eab3ac37c46b53
出典データセット
uspto-grants-2003_11
特許番号
US06642268B2

関連ノート

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