Ammonium Chloride → 3,3-Dimethylhex-5-en-1-ol

HRID 1361910ノート

反応式

HRID 1361910 の反応式
[CH3:1][C:2]([CH3:9])([CH2:6][CH:7]=[CH2:8])[CH2:3][CH:4]=[O:5].[BH4-].[Na+].[Cl-].[NH4+]>C(O)C.O>[CH3:1][C:2]([CH3:9])([CH2:6][CH:7]=[CH2:8])[CH2:3][CH2:4][OH:5]

参加物

6

反応物 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 110623943,3-Dimethylhex-5-enal

生成物 1

HCID 114123903,3-Dimethylhex-5-en-1-ol

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

反応条件

温度
5 °C

実験手順

In a 1-L 4-necked round-bottom flask, 3,3-dimethylhex-5-enal (14.20 g; 0.113 mol) was dissolved in absolute ethanol (420 mL). Then the mixture was cooled to 5° C. in an ice-bath and, under nitrogen atmosphere, sodium borohydride (3.3 g; 0.087 mol) was added cautiously in 10 minutes. After the mixture had been stirred for 1 hour, it was poured into 5% ammonium chloride, diluted with water, and extracted with dichloromethane. Extracts were dried over sodium sulfate and evaporated, then the white solid was filtered away, while the pale yellow oil was distilled at 55-56° C. (4 mmHg) to give the title compound as a foul smelling, colorless liquid.

後処理

  1. extractionextracted with dichloromethane
  2. dry with materialExtracts were dried over sodium sulfate
  3. customevaporated
  4. filtrationthe white solid was filtered away, while the pale yellow oil
  5. distillationwas distilled at 55-56° C. (4 mmHg)

出典と根拠

ORDレコード
ord-73084ee7c82147c59b4bb2b2c7415102
出典データセット
uspto-grants-2011_02
特許番号
US07880014B2

反応ノート

読み込み中…