Benzaldehyde → (1-(Benzylamino)cyclopropyl)methanol

HRID 584173ノート

反応式

HRID 584173 の反応式
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

参加物

7

反応物 4

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

生成物 1

HCID 22342704(1-(Benzylamino)cyclopropyl)methanol収率 40.6%

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 8471Triethylamine溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-be6c2d3b1f6244b5b59c20ce25b15832
出典データセット
uspto-grants-2005_08
特許番号
US06924278B2

反応ノート

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