3-(4-Hydroxy-3-Methoxyphenyl)Prop-2-Enoic Acid → 3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid 4-bromobutyl ester

HRID 2112438

반응식

HRID 2112438 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]([OH:12])=[O:11])=[CH:4][C:3]=1[O:13][CH3:14].[CH2:15]1[CH2:19]O[CH2:17][CH2:16]1.C(Br)(Br)(Br)[Br:21]>>[Br:21][CH2:17][CH2:16][CH2:15][CH2:19][O:11][C:10](=[O:12])[CH:9]=[CH:8][C:5]1[CH:6]=[CH:7][C:2]([OH:1])=[C:3]([O:13][CH3:14])[CH:4]=1

참가 물질

4

반응물 3

HCID 7093-(4-Hydroxy-3-Methoxyphenyl)Prop-2-Enoic AcidHCID 8028TetrahydrofuranHCID 11205Carbon tetrabromide

생성물 1

HCID 539389163-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid 4-bromobutyl ester수율 265.4%

실험 절차

To a solution of 3- (4-hydroxy-3-methoxyphenyl) -2-propenoic acid (10 g, 51.5 mmoles) in THF (400 ml) triphenylphosphine (2.7 g, 10.3 mmoles) and carbon tetrabromide (34.16 g, 10.3 mmoles) are added and the solution is left at room temperature, under magnetic stirring, for 48 hours. The solid is filtered and then evaporated at reduced pressure. The obtained crude product is purified by chromatogrphy on silica gel eluting with n-hexane/ethyl acetate 7/3. 9 g of 3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid 4-bromobutyl ester are obtained. M.p.=86-89° C.

후처리

  1. filtrationThe solid is filtered
  2. customevaporated at reduced pressure
  3. customThe obtained crude product
  4. customis purified by chromatogrphy on silica gel eluting with n-hexane/ethyl acetate 7/3

출처 및 근거

ORD 기록
ord-0bf0c2072d8f452d81e003b7d4279ad3
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07524836B2

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