Water → Bromoxynil octanoate

HRID 1111479

反応式

HRID 1111479 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Br:11])[C:9]=1[OH:10])[C:5]#[N:6].[Cl-].[Na+].O.[C:15](Cl)(=[O:23])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>[Cl-].C([N+](CCCC)(CCCC)CCCC)C1C=CC=CC=1.C1(C)C=CC=CC=1>[C:15]([O:10][C:9]1[C:2]([Br:1])=[CH:3][C:4]([C:5]#[N:6])=[CH:7][C:8]=1[Br:11])(=[O:23])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

参加物

7

反応物 4

HCID 962WaterHCID 5234Sodium ChlorideHCID 8124Octanoyl chlorideHCID 15531Bromoxynil

生成物 1

HCID 15533Bromoxynil octanoate収率 99.5%

試薬・触媒・溶媒 2

HCID 159952Benzyltributylammonium chloride触媒HCID 1140Toluene溶媒2 回

実験手順

A mixture of 3,5-dibromo-4-hydroxybenzonitrile (27.69 g) sodium hydroxide (4.08 g), sodium chloride (43.4 g) and water (125 ml) was stirred at room temperature for 15 minutes. Toluene (30 ml) and benzyltributyl ammonium chloride (1.57 g) was added, and a solution of octanoyl chloride (17.06 g) in toluene (30 ml) was slowly added to the stirred mixture over a half an hour while the temperature was maintained at 20° C. After addition was completed, the mixture was stirred for 1 hour and the phases allowed to separate. After removing the aqueous phase, the organic phase was washed with water, then with 5% aqueous Na2O3 and again with water. The solution was dried over Na2O3 and evaporated to dryness, yielding 2,6-dibromo-4-cyanophenyl octanoate (40.08 g, 99.5%) as a brown crystalline solid.

後処理

  1. temperaturewas maintained at 20° C
  2. additionAfter addition
  3. stirringthe mixture was stirred for 1 hour
  4. customto separate
  5. customAfter removing the aqueous phase
  6. washthe organic phase was washed with water
  7. customThe solution was dried over Na2O3
  8. customevaporated to dryness

出典と根拠

ORDレコード
ord-6b34abb3608d4ff193e9d95799fa4b5f
出典データセット
uspto-grants-1990_12
特許番号
US04980493

関連ノート

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