4-Bromothioanisole → Bisphenyl-4-thioanisylphosphine

HRID 269427

반응식

HRID 269427 반응식
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

참가 물질

5

반응물 3

HCID 660374-BromothioanisoleHCID 66180ChlorodiphenylphosphineHCID 178418339Butyllithium

생성물 1

HCID 69117882Bisphenyl-4-thioanisylphosphine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-f416993864a64314ba1efe9121aa0f3f
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07446228B2

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