4-Bromothioanisole → Bisphenyl-4-thioanisylphosphine

HRID 269427

反応式

HRID 269427 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([S:8][CH3:9])=[CH:4][CH:3]=1.[CH2:10]([Li])CCC.Cl[P:16]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O1CCCC1>[C:17]1([P:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:10][C:2]2[CH:7]=[CH:6][C:5]([S:8][CH3:9])=[CH:4][CH:3]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

5

反応物 3

HCID 660374-BromothioanisoleHCID 66180ChlorodiphenylphosphineHCID 178418339Butyllithium

生成物 1

HCID 69117882Bisphenyl-4-thioanisylphosphine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

A cooled solution of 4-bromothioanisole (10.2 g; 0.05 mol) and anhydrous tetrahydrofuran (50 ml) under nitrogen was treated dropwise with 2.5 M n-Butyllithium (19.92 ml; 0.05 mol) in tetrahydrofuran. The cooled mixture was then treated dropwise with a solution of chlorodiphenylphospine (10.0 g; 0.045 mol) and anhydrous tetrahydrofuran (10 ml). The resulting mixture was allowed to warm to room temperature and left to stir for 55 hours. The reaction was quenched with water (500 ml) and extracted with diethyl ether. The combined extracts were dried with magnesium sulphate, filtered and evaporated to dryness to give a yellow solid. Recrystallisation from butanol afforded bisphenyl-4-thioanisylphosphine (XI) as a white solid (3.26 g; 23%).

後処理

  1. waitleft
  2. customThe reaction was quenched with water (500 ml)
  3. extractionextracted with diethyl ether
  4. dry with materialThe combined extracts were dried with magnesium sulphate
  5. filtrationfiltered
  6. customevaporated to dryness
  7. customto give a yellow solid
  8. customRecrystallisation from butanol

出典と根拠

ORDレコード
ord-f416993864a64314ba1efe9121aa0f3f
出典データセット
uspto-grants-2008_11
特許番号
US07446228B2

関連ノート

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