HCID 320686, 화합물 → 2,4-Di-tert-butyl-6-(3-phenylpropyl)phenol

HRID 1282934노트

반응식

HRID 1282934 반응식
[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:8]([OH:15])=[C:7]([CH2:16][CH:17]=[CH:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[H][H]>O1CCCC1.[Pd]>[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:8]([OH:15])=[C:7]([CH2:16][CH2:17][CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:6]=1)([CH3:2])([CH3:3])[CH3:4]

참가 물질

5

반응물 2

HCID 320686HCID 320686, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 542140132,4-Di-tert-butyl-6-(3-phenylpropyl)phenol

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매

실험 절차

4,6-Di-t-butyl-2-cinnamylphenol (11.0 g., prepared as described in Example 1) was hydrogenated at room temperature and pressure in tetrahydrofuran (100 ml.) in the presence of 5% palladium on charcoal. The reaction was allowed to proceed until uptake of hydrogen ceased. The mixture was filtered and the filtrate evaporated to an oil. Distillation of the oil gave the desired compound as a colorless oil, b.p. 186°-187°C. at 0.5 mm. Hg. The nmr spectrum at 100 MHz in CDCl3 exhibited absorbances as follows: a singlet (9 protons) at δ 1.30, a singlet (9 protons) at δ 1.43, a multiplet (2 protons) at δ 1.85-204, a multiplet (4 protons) at δ 2.50-2.80, a singlet (1 proton) at δ 4.58, a doublet (1 proton) at δ 6.99 (J = coupling constant = 2.0 Hz), and a multiplet (6 protons) at δ 7.13-7.36.

후처리

  1. customwas hydrogenated at room temperature
  2. filtrationThe mixture was filtered
  3. customthe filtrate evaporated to an oil
  4. distillationDistillation of the oil

출처 및 근거

ORD 기록
ord-b2956f80a27044da8da039f8dc9aff32
출처 데이터셋
uspto-grants-1976_08
특허 번호
US03973040

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