3,3-Dimethylcyclobutane-1,1-dicarboxylic acid → 3,3-Dimethylcyclobutanecarboxylic acid

HRID 920770

反応式

HRID 920770 の反応式
[CH3:1][C:2]1([CH3:12])[CH2:5][C:4](C(O)=O)([C:6]([OH:8])=[O:7])[CH2:3]1>N1C=CC=CC=1>[CH3:1][C:2]1([CH3:12])[CH2:5][CH:4]([C:6]([OH:8])=[O:7])[CH2:3]1

参加物

3

反応物 1

HCID 147897663,3-Dimethylcyclobutane-1,1-dicarboxylic acid

生成物 1

HCID 2151063,3-Dimethylcyclobutanecarboxylic acid収率 91.3%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A solution of Intermediate 285C (250 mg, 1.452 mmol) in pyridine (5 mL) was stirred at 120° C. for 16 h. The reaction mixture was then cooled to RT, quenched with a 1.5 N aq. solution of HCl at 0° C., and extracted with diethyl ether (2×50 mL). The combined organic layers were washed with brine, dried over Na2SO4 and evaporated to afford Intermediate 285D as a viscous liquid (170 mg, 91% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 2.90-3.02 (m, 1H), 1.84-1.95 (m, 4H), 1.07-1.14 (m, 3H), 0.99-1.07 (m, 3H).

後処理

  1. customquenched with a 1.5 N aq. solution of HCl at 0° C.
  2. extractionextracted with diethyl ether (2×50 mL)
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over Na2SO4
  5. customevaporated

出典と根拠

ORDレコード
ord-2d2d330610a44b41a30a78da0b5fd35d
出典データセット
uspto-grants-2016_03
特許番号
US09273058B2

関連ノート

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