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Lithium → (4,4-Difluorocyclohexyl)methanamine

HRID 252061
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HRID 252061 반응식
[F:1][C:2]1([F:11])[CH2:7][CH2:6][CH:5]([C:8]([NH2:10])=O)[CH2:4][CH2:3]1.[Li]>>[F:1][C:2]1([F:11])[CH2:7][CH2:6][CH:5]([CH2:8][NH2:10])[CH2:4][CH2:3]1
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참가 물질

3

반응물 2

HCID 3028194LithiumHCID 469422314,4-Difluorocyclohexanecarboxamide

생성물 1

HCID 15604494(4,4-Difluorocyclohexyl)methanamine수율 82%

실험 절차

4,4-difluorocyclohexanecarboxamide (1.32 g, 8.10 mmol) was stirred in the solution of lithium borohydrate (1M, 30 ml) under nitrogen overnight. Then, the reaction mixture was refluxed for 4 hours. After cooled to room temperature, it was poured into ice-water slowly. After filtration, the product was extracted with dichloromethane from filtrate. Combined organic layers were water, brine, dried over anhydrous sodium sulphate, filtered and condensed to provide a 934 mg of colorless oil (82%). δ 2.53 (d, 2H), 1.98-2.09 (m, 2H), 1.73-1.82 (m, 6H), 1.17-1.29 (m, 3H).

후처리

  1. temperatureThen, the reaction mixture was refluxed for 4 hours
  2. filtrationAfter filtration
  3. extractionthe product was extracted with dichloromethane from filtrate
  4. dry with materialdried over anhydrous sodium sulphate
  5. filtrationfiltered
  6. customcondensed

출처 및 근거

ORD 기록
ord-792faac33c954fd99d272d282b37b9a1
출처 데이터셋
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07868008B2

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