HCID 9865661, 화합물 → HCID 9951222, 화합물

HRID 1589698노트

반응식

HRID 1589698 반응식
[C:1]([O:4][C:5]1[C:6]([CH3:29])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][C:10]([CH3:28])([CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([N+:25]([O-])=O)=[CH:21][CH:20]=1)[CH2:9][CH2:8]2)(=[O:3])[CH3:2].[H][H]>CO.C1C=CC=CC=1.C(OCC)(=O)C.[Pd]>[C:1]([O:4][C:5]1[C:6]([CH3:29])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][C:10]([CH2:17][O:18][C:19]1[CH:20]=[CH:21][C:22]([NH2:25])=[CH:23][CH:24]=1)([CH3:28])[CH2:9][CH2:8]2)(=[O:3])[CH3:2]

참가 물질

7

반응물 2

HCID 9865661HCID 9865661, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 9951222HCID 9951222, 화합물

시약·촉매·용매 4

HCID 23938Palladium촉매HCID 241Benzene용매HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

24.3 g of 6-acetoxy-2,5,7,8-tetramethyl-2-(4-nitrophenoxymethyl)chroman were dissolved in a mixture of 200 ml of methanol and 20 ml of benzene and reacted for 3 hours under a hydrogen pressure of 45-55 lb/sq. inch (3.1-3.8 bars), using Pearl's hydrogen adding apparatus, in the presence of 7 g of 10% w/w palladium-on-carbon. The palladium-on-carbon was removed by filtration from the reaction mixture and washed with a mixture of 600 ml of acetone and 60 ml of concentrated hydrochloric acid. The filtrate and the washings were combined and the mixture was neutralized with sodium bicarbonate. The solvent was then distilled off, and the crude crystals obtained were dissolved in ethyl acetate. The ethyl acetate solution was washed with water and dried over anhydrous sodium sulfate. The ethyl acetate was then distilled from the extract, and the crude substance obtained was washed with a 1:1 by volume mixture of benzene and cyclohexane, giving the desired 6-acetoxy-2-(4-aminophenoxymethyl)-2,5,7,8-tetramethylchroman, melting at 138°-140° C.

후처리

  1. customreacted for 3 hours under a hydrogen pressure of 45-55 lb/sq
  2. customThe palladium-on-carbon was removed by filtration from the reaction mixture
  3. washwashed with a mixture of 600 ml of acetone and 60 ml of concentrated hydrochloric acid
  4. distillationThe solvent was then distilled off
  5. customthe crude crystals obtained
  6. washThe ethyl acetate solution was washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationThe ethyl acetate was then distilled from the extract
  9. customthe crude substance obtained
  10. washwas washed with a 1:1 by volume mixture of benzene and cyclohexane

출처 및 근거

ORD 기록
ord-0118b5420d0a4cd0ba621e3e1447acae
출처 데이터셋
uspto-grants-1986_02
특허 번호
US04572912

반응 노트

불러오는 중…