Methanol → 6,6-Difluoro-5-methyl-5-hexenol

HRID 917400

反応式

HRID 917400 の反応式
O1CCCC1.[F:6][C:7]([F:17])=[C:8]([CH3:16])[CH2:9][CH2:10][CH2:11][C:12](OC)=[O:13].[BH4-].[Na+].CO>O>[F:6][C:7]([F:17])=[C:8]([CH3:16])[CH2:9][CH2:10][CH2:11][CH2:12][OH:13]

参加物

6

反応物 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 23020142Methyl 6,6-difluoro-5-methyl-5-hexenoate

生成物 1

HCID 230201726,6-Difluoro-5-methyl-5-hexenol収率 82%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To 110 ml of tetrahydrofuran, 53 g (0.30 mol) of methyl 6,6-difluoro-5-methyl-5-hexenoate was dissolved, followed by adding 23 g (0.61 mmol) of sodium borohydride, heating the mixture under refluxing and slowly drop-wisely adding 50 ml of methanol. After the end of the drop-wise addition, the reaction liquid was stirred under refluxing for 1 hour, followed by cooling to room temperature, adding water and extracting with diethyl ether. The organic layer was washed with water, dilute hydrochloric acid and a saturated saline solution in this order, followed by drying over anhydrous magnesium sulfate, and concentrating under reduced pressure to obtain 36.5 g (yield: 82%) of 6,6-difluoro-5-methyl-5-hexenol.

後処理

  1. temperatureheating the mixture
  2. temperatureunder refluxing
  3. additionAfter the end of the drop-wise addition
  4. customthe reaction liquid
  5. temperatureunder refluxing for 1 hour
  6. extractionextracting with diethyl ether
  7. washThe organic layer was washed with water, dilute hydrochloric acid
  8. dry with materialby drying over anhydrous magnesium sulfate
  9. concentrationconcentrating under reduced pressure

出典と根拠

ORDレコード
ord-f94103283e3a493f90b1121e614493ee
出典データセット
uspto-grants-2007_09
特許番号
US07273878B2

関連ノート

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