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

HRID 1907747노트

반응식

HRID 1907747 반응식
[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

참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
-78 °C

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-92d5f264282744acb69bd5daad313487
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598168B2

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