Hydrochloric Acid → HCID 178418412, 화합물

HRID 1737931

반응식

HRID 1737931 반응식
[C:1]([O:4][CH:5]1[CH2:10][CH2:9][CH:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:7][CH2:6]1)(=[O:3])[CH3:2].C=O.Cl.[CH2:20](Cl)[Cl:21]>[Cl-].[Zn+2].[Cl-]>[C:1]([O:4][C@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]2[CH:16]=[CH:15][C:14]([CH2:20][Cl:21])=[CH:13][CH:12]=2)[CH2:7][CH2:6]1)(=[O:3])[CH3:2]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 6344DichloromethaneHCID 226557(4-Phenylcyclohexyl) acetate

생성물 1

HCID 178418412HCID 178418412, 화합물

시약·촉매·용매 1

HCID 3007855Zincchloride촉매

실험 절차

A solution of 24.3 g (0.11 mol) of O-acetyl-4-phenylcyclohexanol in 1300 ml of methylene chloride is combined with 26.0 g (0.86 mol) of paraformaldehyde and 26.0 g (0.19 mol) of zinc chloride. Hydrogen chloride is introduced into this suspension, with stirring, for 2.5 hours, whilst the temperature rises to about 30° C. and a substantially homogeneous solution is formed. The mixture is then allowed to react for 15 hours at ambient temperature and the reaction mixture is then hydrolysed with stirring in about 1.5 liters of ice water. The organic phase is separated off, the aqueous phase is extracted with methylene chloride again and the two organic phases are combined. They are washed until neutral, dried and evaporated in vacuo. The yellow oil remaining is crystallised by trituration with diisopropylether and the solid product is recrystallised from diisopropylether. White crystals are obtained, melting point 87-89° C. Yield: 12.7 g (43% of theory). C15H19ClO2 (266.77) Calculated: C 67.53 H 7.18 Cl 13.29 Found: 67.68 7.29 13.11

후처리

  1. customrises to about 30° C.
  2. customa substantially homogeneous solution is formed
  3. customto react for 15 hours at ambient temperature
  4. customThe organic phase is separated off
  5. extractionthe aqueous phase is extracted with methylene chloride again
  6. washThey are washed until neutral,
  7. customdried
  8. customevaporated in vacuo
  9. customThe yellow oil remaining is crystallised by trituration with diisopropylether
  10. customthe solid product is recrystallised from diisopropylether
  11. customWhite crystals are obtained

출처 및 근거

ORD 기록
ord-88417b6349ec4d02a13acef68d62efe5
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05962507

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