Carbon tetrabromide → 4-(3-Bromopropyl)phenol

HRID 2227096ノート

反応式

HRID 2227096 の反応式
Br[C:2]([Br:5])(Br)Br.[OH:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14]CO)=[CH:9][CH:8]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>ClCCl>[OH:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][CH2:2][Br:5])=[CH:9][CH:8]=1

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 824523-(4-Hydroxyphenyl)propanol

生成物 1

HCID 148170364-(3-Bromopropyl)phenol収率 62%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of tetrabromomethane (1.125 eq.) in dichloromethane (0.5 ml/mole) was added dropwise to the solution of the commercially available 3-(4-hydroxyphenyl)-1-propanol 1B (1 eq.) and triphenylphosphine (1.125 eq.) in dichloromethane at 0° C. The reaction mixture was stirred at room temperature for 2 days, extracted with dichloromethane, and the organic layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed in vacuo. the crude reaction mixture was filtered through silica gel, eluting with 10% ethyl acetate in hexane, to give 3-(4-hydroxyphenyl)-1-bromopropane 2 as a brown oil in 62% yield.

後処理

  1. extractionextracted with dichloromethane
  2. washthe organic layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed in vacuo
  5. customthe crude reaction mixture
  6. filtrationwas filtered through silica gel
  7. washeluting with 10% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-9bd666e9f4f14fe9be6a07496a31982b
出典データセット
uspto-grants-2002_07
特許番号
US06413448B1

反応ノート

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