Hydrochloric Acid → (4S)-4-(2-tetrahydropyranyloxy)-1-nonanol

HRID 973341노트

반응식

HRID 973341 반응식
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][C@@H:8]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:9][CH2:10][CH:11]=[O:12].[BH4-].[Na+].Cl>COCCOCCOC>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][C@@H:8]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:9][CH2:10][CH2:11][OH:12]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 86735173(4S)-4-(2-tetrahydropyranyloxy)nonanal

생성물 1

HCID 68122110(4S)-4-(2-tetrahydropyranyloxy)-1-nonanol

시약·촉매·용매 1

HCID 8150Diglyme용매

실험 절차

A solution of (4S)-4-(2-tetrahydropyranyloxy)-nonanal (43.5 g., 0.18 mole) in diglyme (125 ml.) is treated with sodium borohydride (3.8 g., 0.10 mole). The temperature rises to 45° with the resulting exothermic reaction. The solution is stirred 4 hours, acidified with concentrated hydrochloric acid, and concentrated on the rotary evaporator. Water is added to the residue and the oily product is taken up in ether; washed with water and brine and dried over sodium sulfate. Evaporation of the ether leaves (4S)-4-(2-tetrahydropyranyloxy)-1-nonanol as a colorless oil to be used in the next step without further purification.

후처리

  1. customThe temperature rises to 45° with the resulting exothermic reaction
  2. concentrationconcentrated on the rotary evaporator
  3. additionWater is added to the residue
  4. washwashed with water and brine
  5. dry with materialdried over sodium sulfate
  6. customEvaporation of the ether

출처 및 근거

ORD 기록
ord-f138a4ba4bf14b0aba1cefc2085fa96e
출처 데이터셋
uspto-grants-1977_10
특허 번호
US04055597

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