4-Chloro-1-naphthol → 2-Chloro-1-(4-((4-chloronaphthyloxy)methyl)phenoxy)ethane

HRID 353598노트

반응식

HRID 353598 반응식
BrCCOC1C=CC(CO)=CC=1.[Cl:13][CH2:14][CH2:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][OH:24])=[CH:19][CH:18]=1.[Cl:25][C:26]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:29](O)=[CH:28][CH:27]=1.C(P(CCCC)CCCC)CCC>C1COCC1>[Cl:13][CH2:14][CH2:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][O:24][C:29]2[C:30]3[C:35](=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:26]([Cl:25])=[CH:27][CH:28]=2)=[CH:19][CH:18]=1

참가 물질

6

반응물 4

HCID 117874-Chloro-1-naphtholHCID 13831TributylphosphineHCID 21882321[4-(2-Chloroethoxy)phenyl]methanolHCID 22482237(4-(2-Bromoethoxy)phenyl)methanol

생성물 1

HCID 235143952-Chloro-1-(4-((4-chloronaphthyloxy)methyl)phenoxy)ethane

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A stirred solution of 8.4 grams (0.045 mole) of the mixture of (4-(2-bromoethoxy)phenyl)methan-1-ol and (4-(2-chloroethoxy)phenyl)methan-1-ol, 8.1 grams (0.045 mole) of 4-chloronaphthol, and 13.7 mL (0.054 mole) of tributylphosphine in 500 mL of THF was cooled in an ice bath and 12.6 grams (0.049 mole) of 1-1′-(azodicarbomyl)dipiperidine was added. Upon completion of addition, the reaction mixture was allowed to warm to ambient temperature where it stirred for 24 hours. After this time, the solvent was reduced under reduce pressure, yielding a solid. The solid was purified by column chromatography on silica gel, yielding 15 grams of crude product. The crude product was further purified by column chromatography on silca gel, yielding 6.7 grams of title compound.

후처리

  1. additionUpon completion of addition
  2. customyielding a solid
  3. customThe solid was purified by column chromatography on silica gel
  4. customyielding 15 grams of crude product
  5. customThe crude product was further purified by column chromatography on silca gel

출처 및 근거

ORD 기록
ord-39008fceede749788507ff28f900e997
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06753429B2

반응 노트

불러오는 중…