Benzaldehyde → (1-(Benzylamino)cyclopropyl)methanol

HRID 584173노트

반응식

HRID 584173 반응식
Cl.[NH2:2][C:3]1([CH2:6][OH:7])[CH2:5][CH2:4]1.[CH:8](=O)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(=O)(O)[O-].[Na+]>ClCCCl.C(N(CC)CC)C>[CH2:8]([NH:2][C:3]1([CH2:6][OH:7])[CH2:5][CH2:4]1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

참가 물질

7

반응물 4

HCID 240BenzaldehydeHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 14146222(1-Aminocyclopropyl)methanol hydrochloride

생성물 1

HCID 22342704(1-(Benzylamino)cyclopropyl)methanol수율 40.6%

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 8471Triethylamine용매

실험 절차

To a mixture of 1-amino-1-cyclopropanemethanol hydrochloride (1.1 g), benzaldehyde (945 mg) and triethylamine (1.24 ml) in 1,2-dichloroethane (10 ml), sodium triacetoxyborohydride (5.66 g) was added with ice-cooling over 5 minutes. After being stirred at room temperature for 13 hours, the mixture was poured into aqueous sodium bicarbonate solution and stirred for several hours. The organic layer was separated, dried over magnesium sulfate and evaporated under reduced pressure to give 1-(N-benzylamino)-1-cyclopropanemethanol (641 mg).

후처리

  1. additionwas added with ice-
  2. temperaturecooling over 5 minutes
  3. stirringstirred for several hours
  4. customThe organic layer was separated
  5. dry with materialdried over magnesium sulfate
  6. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-be6c2d3b1f6244b5b59c20ce25b15832
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06924278B2

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