Water → Bromoxynil octanoate

HRID 1111479

반응식

HRID 1111479 반응식
[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]

참가 물질

7

반응물 4

HCID 962WaterHCID 5234Sodium ChlorideHCID 8124Octanoyl chlorideHCID 15531Bromoxynil

생성물 1

HCID 15533Bromoxynil octanoate수율 99.5%

시약·촉매·용매 2

HCID 159952Benzyltributylammonium chloride촉매HCID 1140Toluene용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6b34abb3608d4ff193e9d95799fa4b5f
출처 데이터셋
uspto-grants-1990_12
특허 번호
US04980493

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