Methanol → (2E,4E)-4-(1-(Benzo[d][1,3]dioxol-5-ylmethyl)pyrrolidin-3-ylidene)but-2-enoic acid

HRID 1907747ノート

反応式

HRID 1907747 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][N:11]3[CH2:15][CH2:14]/[C:13](=[CH:16]\[CH:17]=[CH:18]\[C:19]([O:21]CC)=[O:20])/[CH2:12]3)=[CH:9][C:4]=2[O:3][CH2:2]1.C1COCC1.CO.[OH-].[Li+]>O>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][N:11]3[CH2:15][CH2:14]/[C:13](=[CH:16]\[CH:17]=[CH:18]\[C:19]([OH:21])=[O:20])/[CH2:12]3)=[CH:9][C:4]=2[O:3][CH2:2]1

参加物

6

反応物 4

HCID 887MethanolHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 59737265(2E,4E)-Ethyl 4-(1-(benzo[d][1,3]dioxol-5-ylmethyl)pyrrolidin-3-ylidene)but-2-enoate

生成物 1

HCID 59737348(2E,4E)-4-(1-(Benzo[d][1,3]dioxol-5-ylmethyl)pyrrolidin-3-ylidene)but-2-enoic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
-78 °C

実験手順

A solution of ester 275 (0.15 g, 0.485 mmol) in 2:1 THF:MeOH (6 mL) was treated with a solution of lithium hydroxide (59 mg, 1.41 mmol) in H2O (3 mL) and stirred for 18 h. The reaction mixture was quenched with 1N HCl (2.0 mL), concentrated, diluted with H2O, cooled to −78° C. and lyophilized to provide title compound 276 (quantitative, in a mixture with LiCl).

後処理

  1. customThe reaction mixture was quenched with 1N HCl (2.0 mL)
  2. concentrationconcentrated
  3. additiondiluted with H2O

出典と根拠

ORDレコード
ord-92d5f264282744acb69bd5daad313487
出典データセット
uspto-grants-2013_12
特許番号
US08598168B2

反応ノート

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