Methanol → 6-Bromo-3,4-dihydro-2H-1-benzopyran-2-methanol

HRID 1906876노트

반응식

HRID 1906876 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH:9]([C:11](O)=[O:12])[CH2:8][CH2:7][C:6]=2[CH:14]=1.B.S(C)C.CO>O1CCCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH:9]([CH2:11][OH:12])[CH2:8][CH2:7][C:6]=2[CH:14]=1

참가 물질

6

반응물 4

HCID 887MethanolHCID 1068Dimethyl SulfideHCID 6331BoraneHCID 223513906-Bromo-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid

생성물 1

HCID 202110506-Bromo-3,4-dihydro-2H-1-benzopyran-2-methanol수율 86%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a stirred mixture of 80 parts of 6-bromo-3,4-dihydro-2H-benzopyran-2-carboxylic acid and 225 parts of tetrahydrofuran were added dropwise 400 parts of a solution of borane, compound with thiobismethane 0.2N in tetrahydrofuran. Upon completion, stirring was continued for 4hours at room temperature. 80 parts of methanol were added dropwise and stirring was continued for 30 minutes at reflux temperature. The solvent was distilled off till half its volume. The remaining solvent was evaporated and the residue was distilled, yielding 63 parts (86%) of 6-bromo-3,4-dihydro-2H-1-benzopyran-2-methanol; bp. 150° C. at 39.9 Pa (intermediate 1).

후처리

  1. stirringstirring
  2. waitwas continued for 30 minutes
  3. temperatureat reflux temperature
  4. distillationThe solvent was distilled off till half its volume
  5. customThe remaining solvent was evaporated
  6. distillationthe residue was distilled

출처 및 근거

ORD 기록
ord-00b34106b0ca4ad589a61fd6922c9c6a
출처 데이터셋
uspto-grants-1987_03
특허 번호
US04654362

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