Trimethyl phosphite → Dimethyl 4-tert.-Butyl-2,6-dimethyl-3-hydroxybenzylphosphonate

HRID 971832

반응식

HRID 971832 반응식
[C:1]([C:5]1[C:10]([OH:11])=[C:9]([CH3:12])[C:8]([CH2:13]Cl)=[C:7]([CH3:15])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[P:16]([O:21]C)([O:19][CH3:20])[O:17][CH3:18]>CCCCCCC>[C:1]([C:5]1[CH:6]=[C:7]([CH3:15])[C:8]([CH2:13][P:16](=[O:21])([O:19][CH3:20])[O:17][CH3:18])=[C:9]([CH3:12])[C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 8472Trimethyl phosphite2회HCID 901316-tert-Butyl-3-(chloromethyl)-2,4-dimethylphenol

생성물 1

HCID 21311765Dimethyl 4-tert.-Butyl-2,6-dimethyl-3-hydroxybenzylphosphonate

시약·촉매·용매 1

HCID 8900Heptane용매

실험 절차

To 16.1 grams 6-tert.-butyl-3-chloromethyl-2,4-dimethylphenol dissolved in 40 ml. of dry n-heptane was added 9.55 grams of trimethyl phosphite. One-third of the trimethyl phosphite was initially added dropwise at room temperature, the remainder being added dropwise at 70°. The reaction mixture was then heated at reflux (97°) for ten hours and the residual white solid isolated by stripping off the volatiles by distillation at 50° to 60° at reduced pressure. The residue was triturated twice with petroleum ether and recrystallized, after clarification, from a solvent mixture of n-hexane and isopropanol yielding the desired product as white crystals melting at 146° to 148°. (compound 1)

후처리

  1. additionthe remainder being added dropwise at 70°
  2. temperatureThe reaction mixture was then heated
  3. temperatureat reflux (97°) for ten hours
  4. customthe residual white solid isolated
  5. distillationby distillation at 50° to 60° at reduced pressure
  6. customThe residue was triturated twice with petroleum ether
  7. customrecrystallized
  8. additionafter clarification, from a solvent mixture of n-hexane and isopropanol yielding the desired product as white crystals melting at 146° to 148°

출처 및 근거

ORD 기록
ord-858a74a38c13437ea8b5af3e9599ef2a
출처 데이터셋
uspto-grants-1979_07
특허 번호
US04161473

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