Hydrochloric Acid → 3,5-Dimethyl-4-sulfanylphenol

HRID 1438768

반응식

HRID 1438768 반응식
[C:1]1([OH:9])[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[CH:2]=1.[S]Cl.C[S-].[Na+].[OH-].[Na+].C[S:18]SC.Cl>C(COC)OC>[SH:18][C:4]1[C:5]([CH3:7])=[CH:6][C:1]([OH:9])=[CH:2][C:3]=1[CH3:8]

참가 물질

8

반응물 6

HCID 313Hydrochloric AcidHCID 79483,5-DimethylphenolHCID 12232Dimethyl DisulfideHCID 14798Sodium HydroxideHCID 4378561Sodium methanethiolateHCID 15930840CID 15930840

생성물 1

HCID 145474593,5-Dimethyl-4-sulfanylphenol수율 93%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매3회

실험 절차

61 grams (0.5 mole) of 3,5-xylenol dissolved in 250 cc glyme was added to 67 grams (0.5 mole) of sulfur monochloride dissolved in 200 cc glyme at room temperature. The temperature rose immediately to about 50° C. After 2 minutes, the reaction mixture was poured into 2400 grams of an aqueous solution of about 227 grams (3.4 moles) of sodium methyl mercaptide and 217 grams (5.4 moles) of sodium hydroxide. The mixture was then heated to its boiling point. After the glyme and dimethyl disulfide had boiled off, the mixture was acidified with concentrated hydrochloric acid to precipitate a pale yellow oil which crystallized rapidly to a colorless solid. A 93% yield of 4-mercapto-3,5-xylenol was obtained.

후처리

  1. customrose immediately to about 50° C
  2. temperatureThe mixture was then heated to its
  3. customto precipitate a pale yellow oil which
  4. customcrystallized rapidly to a colorless solid

출처 및 근거

ORD 기록
ord-4dcda43804e745e389134870905dc2fa
출처 데이터셋
uspto-grants-1977_11
특허 번호
US04056568

연결된 노트

불러오는 중…