Hydrochloric Acid → 4-(Hexadecylamino)benzoic acid

HRID 1659628노트

반응식

HRID 1659628 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[OH-].[K+].Br[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29].[Cl-].C([P+](CCCC)(CCCC)CCCC)CCCCCCCCCCCCCCC.Cl>C(O)C>[CH2:29]([NH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH3:14]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 9784-Aminobenzoic AcidHCID 82131-BromohexadecaneHCID 14797Potassium HydroxideHCID 9890573Phosphonium, tributylhexadecyl-, chloride

생성물 1

HCID 472634-(Hexadecylamino)benzoic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

27.4 g (0.2 mol) of 4-aminobenzoic acid, 11.2 g of KOH, 64 g (0.21 mol) of 1-bromohexadecane and 4.64 g (10 mmol) of hexadecyltributylphosphonium chloride were suspended in 250 ml of ethanol (96%) and the reaction mixture was stirred for 12 hours at reflux temperature. While the solution was still hot, there were added, drop by drop, 80 ml of conc. HCl and the reaction mixture was left to cool down to ambient temperature. Thereupon the precipitated product was separated on a suction filter, washed with water and dried. After the crystallization of the crude product from benzene, there was obtained the 4-(n-hexadecylamino)-benzoic acid, m.p. 107°-107° C., complete m.p. 122°-126° C., which could be optionally converted into its sodium salt.

후처리

  1. temperatureat reflux temperature
  2. additionthere were added
  3. customThereupon the precipitated product was separated on a suction
  4. filtrationfilter
  5. washwashed with water
  6. customdried
  7. customAfter the crystallization of the crude product from benzene

출처 및 근거

ORD 기록
ord-753192602afc4e6bbffd5580619d74ca
출처 데이터셋
uspto-grants-1981_12
특허 번호
US04304929

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