Hydrazine hydrate (1:1) → 4-(4-Hydroxy-phenyl)-butyric acid hydrazide

HRID 968821

반응식

HRID 968821 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([O:13]C)=O)=[CH:4][CH:3]=1.O.[NH2:16][NH2:17]>CO>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([NH:16][NH2:17])=[O:13])=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 1409044-(4-Hydroxyphenyl)butanoic acid methyl ester

생성물 1

HCID 42648864-(4-Hydroxy-phenyl)-butyric acid hydrazide수율 68%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of methyl 4-(4-hydroxyphenyl)butyrate (4.93 g, 0.025 mol) and hydrazine hydrate (25.4 g, 0.254 mol) in methanol (64 mL) was heated under reflux for an hour. It was then cooled down to room temperature and stirred overnight. The solvent was evaporated and the residue was partitioned between ethyl acetate (100 mL) and water (100 mL). The organic layer was dried over Na2SO4, filtered and concentrated to dryness to give the titled compound as a white crystal (3.30 g, 67%). 400 MHz 1H NMR (DMSO-d6) δ 9.10 (s, 1H), 8.89 (s, 1H), 6.93 (d, J=8.8 Hz, 2H), 6.63 (d, J=8.8 Hz, 2H), 3.32 (s, 2H), 2.40 (t, J=7.6 Hz, 2H), 1.97 (t, J=7.2 Hz, 2H), 1.71−1.67 (m, 2H); Mass (M−H−)=193.27.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for an hour
  3. customThe solvent was evaporated
  4. customthe residue was partitioned between ethyl acetate (100 mL) and water (100 mL)
  5. dry with materialThe organic layer was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-20507ce0f50949749ab2ff787fffc195
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07304062B2

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