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Ammonium Chloride → HCID 86692642, 화합물

HRID 1748691
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HRID 1748691 반응식
[BH4-].[Li+].C([O:5][C:6]([C:8]1([C:18]2[CH:23]=[CH:22][C:21]([Br:24])=[CH:20][N:19]=2)[CH2:17][CH2:16][C:11]2([O:15][CH2:14][CH2:13][O:12]2)[CH2:10][CH2:9]1)=O)C.[Cl-].[NH4+]>O1CCCC1>[Br:24][C:21]1[CH:22]=[CH:23][C:18]([C:8]2([CH2:6][OH:5])[CH2:17][CH2:16][C:11]3([O:15][CH2:14][CH2:13][O:12]3)[CH2:10][CH2:9]2)=[N:19][CH:20]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 4148881Lithium borohydride2회HCID 86692455HCID 86692455, 화합물

생성물 1

HCID 86692642HCID 86692642, 화합물수율 80.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Lithium borohydride (1.71 g) was added at room temperature to a solution of 8-(5-bromopyridin-2-yl)-1,4-dioxaspiro[4.5]decane-8-carboxylic acid ethyl ester (7.26 g) described in Reference Example 81(2) in tetrahydrofuran (100 ml) and stirred at the same temperature for 39 hours. Then, lithium borohydride (855 mg) was added and stirred at the same temperature for 24 hours. After completion of the reaction, a saturated aqueous solution of ammonium chloride was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated. The resulting residue was purified with silica gel column chromatography (n-hexane/ethyl acetate) to give [8-(5-bromopyridin-2-yl)-1,4-dioxaspiro[4.5]dec-8-yl]methanol (5.17 g) as a colorless transparent oil.

후처리

  1. stirringstirred at the same temperature for 24 hours
  2. customAfter completion of the reaction
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customThe resulting residue was purified with silica gel column chromatography (n-hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-137c258b7d224bfba3ab3da29538813b
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150555B2

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