16-Bromohexadecanoic acid → 16-Bromo-1-hexadecanol

HRID 130282

反応式

HRID 130282 の反応式
B.C1COCC1.[Br:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23](O)=[O:24]>C1COCC1>[Br:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][OH:24]

参加物

4

反応物 2

HCID 62039716-Bromohexadecanoic acidHCID 2723981Borane;tetrahydrofuran

生成物 1

HCID 275701316-Bromo-1-hexadecanol収率 93.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Under inert atmosphere 10 ml of BH3.THF complex (1.0 M THF solution) were added to 30 ml THF solution of 2.15 gr (6.41 mmole) of 16-bromohexadecanoic acid at −20° C. Reaction mixture was stirred at this temperature for 2 hrs and then additional 1 hr at RT. After that time the resulted mixture was poured, with stirring, into a vessel containing 200 ml of ice/saturated sodium bicarbonate aqueous solution. Organic compounds were extracted with 3×200 ml of ether. The ether fractions were combined and dried over sodium sulfate. After removal of ether material was dissolved in minimum amount of dichloromethane and purified by silica gel chromatography (100% dichloromethane as eluent). 1.92 gr (93% yield) of the desired product were obtained.

後処理

  1. customReaction mixture
  2. customadditional 1 hr
  3. customat RT
  4. additionAfter that time the resulted mixture was poured
  5. stirringwith stirring, into a vessel
  6. extractionOrganic compounds were extracted with 3×200 ml of ether
  7. dry with materialdried over sodium sulfate
  8. customAfter removal of ether material
  9. dissolutionwas dissolved in minimum amount of dichloromethane
  10. custompurified by silica gel chromatography (100% dichloromethane as eluent)

出典と根拠

ORDレコード
ord-f3641d4d78794ac2b933cb2ecb7c1f2f
出典データセット
uspto-grants-2008_06
特許番号
US07381525B1

関連ノート

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