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

HRID 1296848ノート

反応式

HRID 1296848 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-82d21bd388de45c68246bab1be70f9be
出典データセット
uspto-grants-2007_07
特許番号
US07247756B2

反応ノート

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