Water → 7-Methoxy-1-heptanol

HRID 862978ノート

反応式

HRID 862978 の反応式
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9](O)=[O:10].B.O.C([O-])([O-])=O.[K+].[K+]>O1CCCC1>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][OH:10]

参加物

6

反応物 4

HCID 962WaterHCID 6331BoraneHCID 11430Potassium CarbonateHCID 154095287-Methoxyheptanoic Acid

生成物 1

HCID 154095297-Methoxy-1-heptanol収率 72%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of the title product of Example 2 (18.3 g, 114 mmol) in 60 mL of tetrahydrofuran at 0 ° C. was added dropwise a solution of borane in tetrahydrofuran (175 mL, 1M). After stirring at room temperature for 3 days, 300 mL of water was added followed by solid K2CO3 (31.7 g, 229 mmol). The layers were separated and the aqueous phase extracted with three portions of diethyl ether. The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered and concentrated. The crude product was purified by distillation at reduced pressure (8 mm Hg) to give the title compound (12 g), b.p. 107°-110° C. The structure was verified by NMR.

後処理

  1. customThe layers were separated
  2. extractionthe aqueous phase extracted with three portions of diethyl ether
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. distillationThe crude product was purified by distillation at reduced pressure (8 mm Hg)

出典と根拠

ORDレコード
ord-16a5c14a1aef4584ab1e0962926c638f
出典データセット
uspto-grants-1998_02
特許番号
US05719290

反応ノート

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