Propofol → 2-(Chloromethoxy)-1,3-diisopropylbenzene

HRID 493054

反応式

HRID 493054 の反応式
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:12])[CH3:11])[C:5]=1[OH:13])([CH3:3])[CH3:2].[OH-].[Na+].Br[CH2:17][Cl:18]>C1COCC1>[Cl:18][CH2:17][O:13][C:5]1[C:4]([CH:1]([CH3:3])[CH3:2])=[CH:9][CH:8]=[CH:7][C:6]=1[CH:10]([CH3:12])[CH3:11]

参加物

5

反応物 3

HCID 4943Propofol2 回HCID 6333BromochloromethaneHCID 14798Sodium Hydroxide

生成物 1

HCID 112531472-(Chloromethoxy)-1,3-diisopropylbenzene収率 75%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
64 °C

実験手順

A four-necked 500 mL round bottom flask was equipped with a mechanical stirrer, nitrogen inlet, condenser and thermometer. It was charged with 17.8 grams (0.10 moles) of 2,6-diisopropylphenol, 200 mL of THF, 8.0 grams (0.20 mole) of sodium hydroxide pellets, and 387 grams (3.0 moles, 194 mL) of bromochloromethane. The reaction mixture was heated to 64° C. and held for 2-3 hours until no more 2,6-diisopropylphenol was present as measured by GC. After cooling to 25° C., the suspension was filtered and the filter cake was washed with THF. The THF was removed by rotary evaporation and the resultant oil was distilled under vacuum (0-1 torr, b.p.=80° C.) to give 16.9 grams (0.074 moles, 75% yield) of O-chloromethyl 2,6-diisopropyl phenol.

後処理

  1. customA four-necked 500 mL round bottom flask was equipped with a mechanical stirrer, nitrogen inlet, condenser
  2. temperatureAfter cooling to 25° C.
  3. filtrationthe suspension was filtered
  4. washthe filter cake was washed with THF
  5. customThe THF was removed by rotary evaporation
  6. distillationthe resultant oil was distilled under vacuum (0-1 torr, b.p.=80° C.)

出典と根拠

ORDレコード
ord-265a662102b3457fa7ab3fcabbc9d075
出典データセット
uspto-grants-2009_05
特許番号
US07534776B2

関連ノート

読み込み中…