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Ammonium Chloride → 3-(1-(Benzyloxyimino)ethyl)benzylalcohol

HRID 2296969
ノート
印刷プレビュー

反応式

HRID 2296969 の反応式
[CH2:1]([O:8][N:9]=[C:10]([C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH:15]=[O:16])[CH3:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].[Cl-].[NH4+]>CO.O1CCCC1>[CH2:1]([O:8][N:9]=[C:10]([C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15][OH:16])[CH3:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydride2 回HCID 734333173-(1-(Benzyloxyimino)ethyl)benzaldehyde

生成物 1

HCID 867586303-(1-(Benzyloxyimino)ethyl)benzylalcohol収率 96.5%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028
Tetrahydrofuran
溶媒

実験手順

To a solution of 9.92 g (39.17 mmol) of 3-(1-(benzyloxyimino)ethyl)benzaldehyde in 70 ml of dry methanol and 70 ml of dry tetrahydrofuran was added 1.81 g (43 mmol) of sodium borohydride portionwise with ice-cooling, and the mixture was stirred for 2 hours with ice-cooling. Further, 0.30 g of sodium borohydride portionwise was added thereto with ice-cooling, and the mixture was stirred for 2 hours with ice-cooling. The reaction mixture was poured into 500 ml of an about 5% aqueous solution of ammonium chloride, and the mixture was extracted with tert-butyl methyl ether. The organic layer was dried and concentrated to obtain 9.64 g (37.8 mmol) of 3-(1-(benzyloxyimino)ethyl)benzylalcohol.

後処理

  1. temperaturecooling
  2. temperaturecooling
  3. temperaturewith ice-cooling
  4. stirringthe mixture was stirred for 2 hours with ice-
  5. temperaturecooling
  6. extractionthe mixture was extracted with tert-butyl methyl ether
  7. customThe organic layer was dried
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-565bdc0af0c14cd8850cc433c1c28e52
出典データセット
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06489487B1

反応ノート

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