Potassium Hydroxide → Mandelic Acid

HRID 128491

반응식

HRID 128491 반응식
[C:1]([O:11]CC(N)CC)(=[O:10])[C@H:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3].C(OCC(N)CC)(=O)[C@@H](C1C=CC=CC=1)O.[OH-].[K+]>>[C:1]([OH:11])(=[O:10])[CH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3]

참가 물질

4

반응물 3

HCID 14797Potassium HydroxideHCID 70562055(-)-2-amino-1butanol D-(-)-mandelateHCID 131712145(-)-2-amino-1-butanol L-(+)-mandelate

생성물 1

HCID 1292Mandelic Acid

실험 절차

To a portion (1100 mls out of a total of 4800 mls) of the mother liquor plus methanol wash liquor obtained from resolution B, containing about 2.4 moles of a mixture of diastereomers, consisting of about 2.25 moles of (-)-2-amino-1-butanol L-(+)-mandelate and about 0.15 mole of (-)-2-amino-1-butanol D-(-)-mandelate, is added 180 grams of potassium hydroxide (88.8% real; 2.85 moles) to obtain a solution having an initial αD25°C. of +24.7° ("as is", 10 cm cell). The solution is then heated at 115°-116° C. under pressure (40 psi) for 4 hours to obtain a mandelic acid solution having an αD25°C. of -3.0° ("as is", 10 cm cell). The resulting solution is essentially racemized, the negative rotation being due to the presence of the (-)-2-amino-1-butanol.

후처리

  1. washTo a portion (1100 mls out of a total of 4800 mls) of the mother liquor plus methanol wash liquor
  2. customobtained from resolution B
  3. customto obtain a solution
  4. customαD25°C. of +24.7° ("as is", 10 cm cell)
  5. temperatureThe solution is then heated at 115°-116° C. under pressure (40 psi) for 4 hours

출처 및 근거

ORD 기록
ord-22bd61aa15e14d4abc47ef21990ded01
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04259521

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