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Sodium → HCID 69658454, 화합물

HRID 2212969
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HRID 2212969 반응식
[Na].[CH2:2]([O:4][C:5]([C@@H:7]1[CH2:11][CH2:10][CH2:9][C@@H:8]1[C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([C:21]#[N:22])[CH:19]=2)[NH:14][CH:13]=1)=[O:6])C>CO>[CH3:2][O:4][C:5]([C@@H:7]1[CH2:11][CH2:10][CH2:9][C@H:8]1[C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([C:21]#[N:22])[CH:19]=2)[NH:14][CH:13]=1)=[O:6]
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참가 물질

4

반응물 2

HCID 5360545SodiumHCID 69658351HCID 69658351, 화합물

생성물 1

HCID 69658454HCID 69658454, 화합물

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

Sodium metal (13.5 g, 556 mMol) was carefully added portion-wise to anhydrous methanol (400 mL). A solution of cis-2-(5-cyanoindol-3-yl)-cyclopentanecarboxylic acid ethyl ester (33.1 g, 117 mMol) in methanol (100 mL) was added over 5 minutes. The mixture was heated at a gentle reflux for 18 hours, carefully quenched with water, and evaporated in vacuo. The residue was dissolved ethyl acetate (600 mL), washed with saturated sodium chloride (100 mL), dried over sodium sulfate, and concentrated in vacuo to give the product as an 88:12 cis/trans diastereomeric mixture which was used without further purification (27 g, 86%).

후처리

  1. temperatureThe mixture was heated at
  2. temperaturea gentle reflux for 18 hours
  3. customcarefully quenched with water
  4. customevaporated in vacuo
  5. dissolutionThe residue was dissolved ethyl acetate (600 mL)
  6. washwashed with saturated sodium chloride (100 mL)
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated in vacuo
  9. customto give the product as an 88:12 cis/trans diastereomeric mixture which
  10. customwas used without further purification (27 g, 86%)

출처 및 근거

ORD 기록
ord-6aed4c6f273e4ab68f4d3c79db84bba7
출처 데이터셋
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07105516B2

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