Hydrochloric Acid → DH 990

HRID 596987

반응식

HRID 596987 반응식
[OH-].[Na+].[C:3]([C:7]1[CH:12]=[C:11]([SH:13])[CH:10]=[C:9]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:8]=1[OH:18])([CH3:6])([CH3:5])[CH3:4].Br[CH:20]([CH2:24][CH2:25][CH2:26][CH3:27])[C:21]([OH:23])=[O:22].Cl>O.C(O)C>[C:3]([C:7]1[CH:12]=[C:11]([S:13][CH:20]([CH2:24][CH2:25][CH2:26][CH3:27])[C:21]([OH:23])=[O:22])[CH:10]=[C:9]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:8]=1[OH:18])([CH3:6])([CH3:5])[CH3:4]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 120132-Bromohexanoic acidHCID 14798Sodium HydroxideHCID 703702,6-Di-tert-butyl-4-mercaptophenol

생성물 1

HCID 40826DH 990

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 962Water용매2회

실험 절차

A base solution (22 grams of NaOH in 41 milliliters (ml) of water) was added to a solution of 2,6-di-t-butyl-4-mercaptophenol (64.3 grams; 0.27 mole) in 540 ml. of absolute ethanol with stirring while cooling the reaction mixture under nitrogen. Following the base addition, a solution of 2-bromohexanoic acid (52.8 grams; 0.27 mole) in 27 ml. of ethanol was added and the resulting reaction mixture was stirred at room temperature for about 6 hours and left standing overnight. The reaction mixture was then diluted with about 400 ml. of water and acidified with cold 6N HCl. The yellow brown precipitate resulting from the acidification was obtained by filtration, washed with water and recrystallized from a methylenechloride-hexane mixture. As a result of these operations, the desired 2-((3,5-di-tert-butyl-4-hydroxyphenyl)thio)hexanoic acid compound was obtained as a white crystalline solid having a melting point of 140°-142° C. Analysis calculated for C20H32O3S: C, 68.15; H, 9.14; S, 9.10. Found: C, 68.14; H, 9.34; S, 8.86.

후처리

  1. temperaturewhile cooling the reaction mixture under nitrogen
  2. additionthe base addition
  3. customthe resulting reaction mixture
  4. waitleft
  5. waitstanding overnight
  6. additionThe reaction mixture was then diluted with about 400 ml
  7. customThe yellow brown precipitate resulting from the acidification
  8. customwas obtained by filtration
  9. washwashed with water
  10. customrecrystallized from a methylenechloride-hexane mixture
  11. customAs a result of these operations

출처 및 근거

ORD 기록
ord-f0d3ed9b75544ef7ba780cb32c57d58c
출처 데이터셋
uspto-grants-1977_03
특허 번호
US04012523

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