Hydrochloric Acid → HCID 59212055, 화합물

HRID 655178노트

반응식

HRID 655178 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]([CH2:19][C:20]([O:22]C)=[O:21])[C:9](=[O:18])/[CH:10]=[CH:11]/[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:4][CH:3]=1.[OH-].[Li+].Cl>C1COCC1.CO.O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]([CH2:19][C:20]([OH:22])=[O:21])[C:9](=[O:18])/[CH:10]=[CH:11]/[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][CH:7]=1

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 59212030{(4-Bromophenyl)-[(E)-(3-phenylacryloyl)]amino}acetic acid, methyl ester

생성물 1

HCID 59212055HCID 59212055, 화합물수율 97%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of {(4-bromophenyl)-[(E)-(3-phenylacryloyl)]amino}acetic acid, methyl ester 1 (14.61 g, 0.39 mol) in THF (150 mL) and methanol (50 mL) was treated with lithium hydroxide (2.80 g, 0.117 mol) in water (50 mL). The reaction mixture was stirred at room temperature for 45 min and then acidified with conc. hydrochloric acid and concentrated in vacuo. The residue was diluted with ethyl acetate and washed with 10% hydrochloric acid, brine, dried (Na2SO4) and the organic solution evaporated to give the title compound as a viscous oil (13.82 g, 97%). 1HNMR (300 MHz) (CDCl3) δ 4.53 (2H, s), 6.36 (1H, d, J=16 Hz), 7.27 (2H, d), 7.3-7.4 (5H, m), 7.60 (2H, d) and 7.76 (1H, d, J=16 Hz).

후처리

  1. concentrationconcentrated in vacuo
  2. additionThe residue was diluted with ethyl acetate
  3. washwashed with 10% hydrochloric acid, brine
  4. dry with materialdried (Na2SO4)
  5. customthe organic solution evaporated

출처 및 근거

ORD 기록
ord-553ff634ee0343cf926a4a974c040753
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071582B2

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