Hydrochloric Acid → 4'-(Benzyloxy)-3'-(4,4-dimethylpent-1-en-1-yl)-2-fluoro-5-methoxy-1,1'-biphenyl

HRID 1049460ノート

反応式

HRID 1049460 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][C:16]=2[F:23])=[CH:11][C:10]=1[CH:24]=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].CS([O-])(=O)=O.[CH3:33][C:34]([CH3:57])([CH3:56])[CH2:35][CH2:36][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.Cl>C1COCC1>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][C:16]=2[F:23])=[CH:11][C:10]=1[CH:24]=[CH:36][CH2:35][C:34]([CH3:57])([CH3:56])[CH3:33])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 85243721(3,3-Dimethylbutyl)(triphenyl)phosphonium methanesulfonateHCID 1177599394-(Benzyloxy)-2'-fluoro-5'-methoxy-[1,1'-biphenyl]-3-carbaldehyde

生成物 1

HCID 1317360124'-(Benzyloxy)-3'-(4,4-dimethylpent-1-en-1-yl)-2-fluoro-5-methoxy-1,1'-biphenyl

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 4-(benzyloxy)-2′-fluoro-5′-methoxy-[1,1′-biphenyl]-3-carbaldehyde (1.40 g) in THF (10 mL) was added 60% sodium hydride (240 mg) at room temperature, and the mixture was stirred for 30 min. To the reaction mixture was added dropwise a solution of (3,3-dimethylbutyl) (triphenyl)phosphonium methanesulfonate (1.70 g) in THF (10 mL), and the mixture was stirred at 50° C. for 1 hr. 1N Hydrochloric acid was added and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give a crude product. This compound was used for the net step without further purification.

後処理

  1. stirringthe mixture was stirred at 50° C. for 1 hr
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-00142b1197db4194aa9d726849620cf9
出典データセット
uspto-grants-2016_07
特許番号
US09382188B2

反応ノート

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