Hydrochloric Acid → 4-(4-Methoxybenzyl)benzyl alcohol

HRID 1706698

반응식

HRID 1706698 반응식
B.[CH3:2][O:3][C:4]1[CH:19]=[CH:18][C:7]([CH2:8][C:9]2[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1.Cl>O1CCCC1>[CH3:2][O:3][C:4]1[CH:19]=[CH:18][C:7]([CH2:8][C:9]2[CH:17]=[CH:16][C:12]([CH2:13][OH:14])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 6331BoraneHCID 2579874-(4-Methoxybenzyl)benzoic acid

생성물 1

HCID 2584334-(4-Methoxybenzyl)benzyl alcohol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 110 ml. (0.11 m) of 1 M boron hydride (BH3) in tetrahydrofuran was slowly added to a solution of 24.2 g. (0.10 m) of 4-(4-methoxybenzyl)benzoic acid in 110 ml. of tetrahydrofuran at 0° C. The addition was complete in 20 minutes and the reaction mixture was stirred at room temperature for one hour. The reaction mixture was carefully acidified with hydrochloric acid and the solvent removed. The residue was partitioned between water and ether, and the ether layer was washed with aqueous sodium hydroxide, dried over anhydrous magnesium sulfate and concentrated to give 22.2 g. of 4-(4-methoxybenzyl)benzyl alcohol, m.p. 68°-72° C. when recrystallized from cyclohexane.

후처리

  1. customat 0° C
  2. additionThe addition
  3. customthe solvent removed
  4. customThe residue was partitioned between water and ether
  5. washthe ether layer was washed with aqueous sodium hydroxide
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated
  8. customto give 22.2 g
  9. customof 4-(4-methoxybenzyl)benzyl alcohol, m.p. 68°-72° C. when recrystallized from cyclohexane

출처 및 근거

ORD 기록
ord-a86f90d241374e3398550ad79d59c2b6
출처 데이터셋
uspto-grants-1980_06
특허 번호
US04208425

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